Name: 175676-42-3|Trifluoromethyl 4-methylbenzenesulfonate|95%
Brand: Ambeed
SKU: A352130
Price: 17.0 USD
Availability: InStock
Rating: 92 (32 reviews)

1
[ 175676-42-3 ]
[ 14330-41-7 ]
2-(4-(trifluoromethoxy)butyl)thiophene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
71%	With tetramethylammonium bromide; cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl acetamide at 30 - 100℃; for 26h; Inert atmosphere; Sealed tube;

Reference： [1]Jiang, Xiaohuan; Deng, Zhijie; Tang, Pingping [Angewandte Chemie - International Edition, 2018, vol. 57, # 1, p. 292 - 295][Angew. Chem., 2018, vol. 130, # 1, p. 298 - 301,4]

2
[ 175676-42-3 ]
[ 883-44-3 ]
2-[3-(trifluoromethoxy)propyl]-1H-isoindole-1,3(2H)-dione [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2018,vol. 57,p. 292 - 295
Angew. Chem.,2018,vol. 130,p. 298 - 301,4

3
[ 175676-42-3 ]
[ 3360-41-6 ]
(4-(trifluoromethoxy)butyl)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
83%	With tetramethylammonium bromide; cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl acetamide at 30 - 100℃; for 26h; Inert atmosphere; Sealed tube;

Reference： [1]Jiang, Xiaohuan; Deng, Zhijie; Tang, Pingping [Angewandte Chemie - International Edition, 2018, vol. 57, # 1, p. 292 - 295][Angew. Chem., 2018, vol. 130, # 1, p. 298 - 301,4]

4
[ 175676-42-3 ]
[ 52244-70-9 ]
1-methoxy-4-(4-(trifluoromethoxy)butyl)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
83%	With tetramethylammonium bromide; cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl acetamide at 30 - 100℃; for 26h; Inert atmosphere; Sealed tube;

Reference： [1]Jiang, Xiaohuan; Deng, Zhijie; Tang, Pingping [Angewandte Chemie - International Edition, 2018, vol. 57, # 1, p. 292 - 295][Angew. Chem., 2018, vol. 130, # 1, p. 298 - 301,4]

5
[ 175676-42-3 ]
[ 2430-16-2 ]
6-(trifluoromethoxy)-1-phenylhexane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
83%	With tetramethylammonium bromide; cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl acetamide at 30 - 100℃; for 26h; Inert atmosphere; Sealed tube;

Reference： [1]Jiang, Xiaohuan; Deng, Zhijie; Tang, Pingping [Angewandte Chemie - International Edition, 2018, vol. 57, # 1, p. 292 - 295][Angew. Chem., 2018, vol. 130, # 1, p. 298 - 301,4]

6
[ 175676-42-3 ]
[ 1454-85-9 ]
1-(trifluoromethoxy)heptadecane [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2018,vol. 57,p. 292 - 295
Angew. Chem.,2018,vol. 130,p. 298 - 301,4

7
[ 175676-42-3 ]
[ 1504-58-1 ]
(3-(trifluoromethoxy)prop-1-yn-1-yl)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
69%	With tetramethylammonium bromide; cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl acetamide at 60℃; for 26h; Inert atmosphere; Sealed tube;

Reference： [1]Jiang, Xiaohuan; Deng, Zhijie; Tang, Pingping [Angewandte Chemie - International Edition, 2018, vol. 57, # 1, p. 292 - 295][Angew. Chem., 2018, vol. 130, # 1, p. 298 - 301,4]

8
[ 175676-42-3 ]
[ 4407-36-7 ]
[ 1241960-07-5 ]

Yield	Reaction Conditions	Operation in experiment
71%	With tetramethylammonium bromide; cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl acetamide at 40℃; for 26h; Inert atmosphere; Sealed tube;

Reference： [1]Jiang, Xiaohuan; Deng, Zhijie; Tang, Pingping [Angewandte Chemie - International Edition, 2018, vol. 57, # 1, p. 292 - 295][Angew. Chem., 2018, vol. 130, # 1, p. 298 - 301,4]

9
[ 175676-42-3 ]
[ 873-76-7 ]
1-chloro-4-((trifluoromethoxy)methyl)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
57%	With tetramethylammonium bromide; cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl acetamide at 70℃; for 26h; Inert atmosphere; Sealed tube;

Reference： [1]Jiang, Xiaohuan; Deng, Zhijie; Tang, Pingping [Angewandte Chemie - International Edition, 2018, vol. 57, # 1, p. 292 - 295][Angew. Chem., 2018, vol. 130, # 1, p. 298 - 301,4]

10
[ 175676-42-3 ]
[ 873-75-6 ]
1-bromo-4-((trifluoromethoxy)methyl)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
61%	With tetramethylammonium bromide; cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl acetamide at 70℃; for 26h; Inert atmosphere; Sealed tube;

Reference： [1]Jiang, Xiaohuan; Deng, Zhijie; Tang, Pingping [Angewandte Chemie - International Edition, 2018, vol. 57, # 1, p. 292 - 295][Angew. Chem., 2018, vol. 130, # 1, p. 298 - 301,4]

11
[ 175676-42-3 ]
[ 18282-51-4 ]
1-iodo-4-((trifluoromethoxy)methyl)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
79%	With tetramethylammonium bromide; cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl acetamide at 70℃; for 26h; Inert atmosphere; Sealed tube;

Reference： [1]Jiang, Xiaohuan; Deng, Zhijie; Tang, Pingping [Angewandte Chemie - International Edition, 2018, vol. 57, # 1, p. 292 - 295][Angew. Chem., 2018, vol. 130, # 1, p. 298 - 301,4]

12
[ 175676-42-3 ]
[ 3597-91-9 ]
4-((trifluoromethoxy)methyl)-1,1'-biphenyl [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
87%	With tetramethylammonium bromide; cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl acetamide at 70℃; for 26h; Inert atmosphere; Sealed tube;

Reference： [1]Jiang, Xiaohuan; Deng, Zhijie; Tang, Pingping [Angewandte Chemie - International Edition, 2018, vol. 57, # 1, p. 292 - 295][Angew. Chem., 2018, vol. 130, # 1, p. 298 - 301,4]

13
[ 175676-42-3 ]
[ 877-65-6 ]
1-(tert-butyl)-4-((trifluoromethoxy)methyl)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
83%	With tetramethylammonium bromide; cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl acetamide at 70℃; for 26h; Inert atmosphere; Sealed tube;

Reference： [1]Jiang, Xiaohuan; Deng, Zhijie; Tang, Pingping [Angewandte Chemie - International Edition, 2018, vol. 57, # 1, p. 292 - 295][Angew. Chem., 2018, vol. 130, # 1, p. 298 - 301,4]

14
[ 175676-42-3 ]
[ 1736-74-9 ]
1-trifluoromethoxy-4-((trifluoromethoxy)methyl)benzene [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2018,vol. 57,p. 292 - 295
Angew. Chem.,2018,vol. 130,p. 298 - 301,4

15
[ 175676-42-3 ]
[ 874-89-5 ]
4-((trifluoromethoxy)methyl)benzonitrile [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2018,vol. 57,p. 292 - 295
Angew. Chem.,2018,vol. 130,p. 298 - 301,4

16
[ 175676-42-3 ]
[ 619-73-8 ]
[ 1174287-17-2 ]

Yield	Reaction Conditions	Operation in experiment
72%	With tetramethylammonium bromide; cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl acetamide at 70℃; for 26h; Inert atmosphere; Sealed tube;

Reference： [1]Jiang, Xiaohuan; Deng, Zhijie; Tang, Pingping [Angewandte Chemie - International Edition, 2018, vol. 57, # 1, p. 292 - 295][Angew. Chem., 2018, vol. 130, # 1, p. 298 - 301,4]

17
[ 175676-42-3 ]
[ 349-95-1 ]
1-((trifluoromethoxy)methyl)-4-(trifluoromethyl)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
57%	With tetramethylammonium bromide; cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl acetamide at 70℃; for 26h; Inert atmosphere; Sealed tube;

Reference： [1]Jiang, Xiaohuan; Deng, Zhijie; Tang, Pingping [Angewandte Chemie - International Edition, 2018, vol. 57, # 1, p. 292 - 295][Angew. Chem., 2018, vol. 130, # 1, p. 298 - 301,4]

18
[ 175676-42-3 ]
[ 6908-41-4 ]
[ 1006904-70-6 ]

Yield	Reaction Conditions	Operation in experiment
78%	With tetramethylammonium bromide; cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl acetamide at 70℃; for 26h; Inert atmosphere; Sealed tube;

Reference： [1]Jiang, Xiaohuan; Deng, Zhijie; Tang, Pingping [Angewandte Chemie - International Edition, 2018, vol. 57, # 1, p. 292 - 295][Angew. Chem., 2018, vol. 130, # 1, p. 298 - 301,4]

19
[ 175676-42-3 ]
[ 4780-79-4 ]
1-((trifluoromethoxy)methyl)naphthalene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With tetramethylammonium bromide; cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl acetamide at 70℃; for 26h; Inert atmosphere; Sealed tube;

Reference： [1]Jiang, Xiaohuan; Deng, Zhijie; Tang, Pingping [Angewandte Chemie - International Edition, 2018, vol. 57, # 1, p. 292 - 295][Angew. Chem., 2018, vol. 130, # 1, p. 298 - 301,4]

20
[ 175676-42-3 ]
[ 3391-10-4 ]
1-chloro-4-(1-(trifluoromethoxy)ethyl)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
63%	With tetraethylammonium bromide; cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl acetamide at 70℃; for 26h; Inert atmosphere; Sealed tube;

Reference： [1]Jiang, Xiaohuan; Deng, Zhijie; Tang, Pingping [Angewandte Chemie - International Edition, 2018, vol. 57, # 1, p. 292 - 295][Angew. Chem., 2018, vol. 130, # 1, p. 298 - 301,4]

21
[ 175676-42-3 ]
[ 5391-88-8 ]
1-bromo-4-(1-(trifluoromethoxy)ethyl)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%	With tetraethylammonium bromide; cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl acetamide at 70℃; for 26h; Inert atmosphere; Sealed tube;

Reference： [1]Jiang, Xiaohuan; Deng, Zhijie; Tang, Pingping [Angewandte Chemie - International Edition, 2018, vol. 57, # 1, p. 292 - 295][Angew. Chem., 2018, vol. 130, # 1, p. 298 - 301,4]

22
[ 175676-42-3 ]
[ 2344-70-9 ]
4-phenyl-2-(trifluoromethoxy)butane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
66%	With tetraethylammonium bromide; cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl acetamide at 30 - 100℃; for 26h; Inert atmosphere; Sealed tube;

Reference： [1]Jiang, Xiaohuan; Deng, Zhijie; Tang, Pingping [Angewandte Chemie - International Edition, 2018, vol. 57, # 1, p. 292 - 295][Angew. Chem., 2018, vol. 130, # 1, p. 298 - 301,4]

23
[ 175676-42-3 ]
1-naphthalenemethanol-[¹⁸O] [ No CAS ]
1-((trifluoromethoxy)methyl)naphthalene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
69%	With tetramethylammonium bromide; cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl acetamide at 70℃; for 26h; Inert atmosphere; Sealed tube;

Reference： [1]Jiang, Xiaohuan; Deng, Zhijie; Tang, Pingping [Angewandte Chemie - International Edition, 2018, vol. 57, # 1, p. 292 - 295][Angew. Chem., 2018, vol. 130, # 1, p. 298 - 301,4]

24
[ 175676-42-3 ]
[ 130-95-0 ]
(1R,6R,7R,8aS)-1-(6-methoxyquinolin-4-yl)-7-(2-(trifluoromethoxy)ethyl)-6-vinylhexahydro-3H-oxazolo[3,4-a]pyridin-3-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
55%	With tetraethylammonium bromide; cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl acetamide at 30 - 100℃; for 26h; Inert atmosphere; Sealed tube;

Reference： [1]Jiang, Xiaohuan; Deng, Zhijie; Tang, Pingping [Angewandte Chemie - International Edition, 2018, vol. 57, # 1, p. 292 - 295][Angew. Chem., 2018, vol. 130, # 1, p. 298 - 301,4]

25
[ 175676-42-3 ]
1-hydroxy-3-hydroxyethyladamantane [ No CAS ]
1-hydroxy-3-(2-(trifluoromethoxy)ethyl)adamantane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
68%	With tetramethylammonium bromide; cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl acetamide at 30 - 100℃; for 26h; Inert atmosphere; Sealed tube;

Reference： [1]Jiang, Xiaohuan; Deng, Zhijie; Tang, Pingping [Angewandte Chemie - International Edition, 2018, vol. 57, # 1, p. 292 - 295][Angew. Chem., 2018, vol. 130, # 1, p. 298 - 301,4]

26
[ 175676-42-3 ]
[ 2039-82-9 ]
1-(2-azido-1-(trifluoromethoxy)ethyl)-4-bromobenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
38%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
38%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	68 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0146

27
[ 175676-42-3 ]
[ 2351-50-0 ]
1-(2-azido-1-(trifluoromethoxy)ethyl)-4-iodobenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
40%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
40%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	69 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0147

28
[ 175676-42-3 ]
[ 3435-51-6 ]
4-(2-azido-1-(trifluoromethoxy)ethyl)benzonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
33%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
33%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	70 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0147

29
[ 175676-42-3 ]
[ 1076-96-6 ]
methyl 4-(2-azido-1-(trifluoromethoxy)ethyl)benzoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
32%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
32%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	71 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0147

30
[ 175676-42-3 ]
[ 827-54-3 ]
2-(2-azido-1-(trifluoromethoxy)ethyl)naphthalene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
61%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
61%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	72 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0147

31
[ 175676-42-3 ]
[ 826-74-4 ]
1-(2-azido-1-(trifluoromethoxy)ethyl)naphthalene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
55%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
55%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	73 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0147

32
[ 175676-42-3 ]
[ 78646-50-1 ]
2-(2-azido-1-(trifluoromethoxy)ethyl)benzo[b]thiophene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
72%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
72%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	74 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0147

33
[ 175676-42-3 ]
[ 5293-43-6 ]
2-(2-azido-1-(trifluoromethoxy)ethyl)-1-bromo-4,5-dimethoxybenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
63%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
63%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	52 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0144

34
[ 175676-42-3 ]
[ 1339650-73-5 ]
1-(2-azido-1-(trifluoromethoxy)ethyl)-2-chloro-3,4-dimethoxybenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
65%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	53 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0144

35
[ 175676-42-3 ]
[ 14568-68-4 ]
2-(2-azido-1-(trifluoromethoxy)ethyl)-1,4-dimethoxybenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
35%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
35%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	54 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0144

36
[ 175676-42-3 ]
[ 4973-29-9 ]
1-(2-azido-1-(trifluoromethoxy)ethyl)-4-phenoxybenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
79%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1lambda3-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine; In acetonitrile; at 20℃; for 4h;Inert atmosphere; Sealed tube; Irradiation;	General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 muL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Patent: CN108129348,2018,A .Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0144
[2]Chemical Communications,2018,vol. 54,p. 4473 - 4476

37
[ 175676-42-3 ]
[ 2454-30-0 ]
3-(2-azido-1-(trifluoromethoxy)ethyl)phenyl acetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
38%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
38%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	59 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0145

38
[ 175676-42-3 ]
4-vinylphenyl 2-bromoacetate [ No CAS ]
4-(2-azido-1-(trifluoromethoxy)ethyl)phenyl 2-bromoacetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
55%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
55%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	60 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0145

39
[ 175676-42-3 ]
[ 1240383-71-4 ]
1-(2-azido-1-(trifluoromethoxy)ethyl)-4-(2-bromoethoxy)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
73%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
73%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	61 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0145

40
[ 175676-42-3 ]
[ 2350-89-2 ]
1-(2-azido-1-(trifluoromethoxy)ethyl)-4-phenylbenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
67%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
65.5%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	6 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0115; 0116; 0118; 0119; 0121; 0122

41
[ 175676-42-3 ]
[ 769-25-5 ]
1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
58%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	51 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0143

42
[ 637-69-4 ]
[ 175676-42-3 ]
1-(2-azido-1-(trifluoromethoxy)ethyl)-4-methoxybenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
60%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
60%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	55 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0144

43
[ 175676-42-3 ]
[ 2628-16-2 ]
4-(2-azido-1-(trifluoromethoxy)ethyl)phenyl acetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
69%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
69%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	57 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0144

44
[ 175676-42-3 ]
4-vinylphenyl methanesulfonate [ No CAS ]
4-(2-azido-1-(trifluoromethoxy)ethyl)phenyl methanesulfonate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
56%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
56%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	62 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0145

45
[ 175676-42-3 ]
[ 1746-23-2 ]
1-(2-azido-1-(trifluoromethoxy)ethyl)-4-(tert-butyl)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
59%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
59%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	63 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0146

46
[ 175676-42-3 ]
[ 622-97-9 ]
1-(2-azido-1-(trifluoromethoxy)ethyl)-4-methylbenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
45%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
45%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	64 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0146

47
[ 100-42-5 ]
[ 175676-42-3 ]
(2-azido-1-(trifluoromethoxy)ethyl)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
41%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
41%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	65 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0146

48
[ 175676-42-3 ]
[ 405-99-2 ]
1-(2-azido-1-(trifluoromethoxy)ethyl)-4-fluorobenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
51%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
51%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	66 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0146

49
[ 1073-67-2 ]
[ 175676-42-3 ]
1-(2-azido-1-(trifluoromethoxy)ethyl)-4-chlorobenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
44%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
44%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	67 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0146

50
[ 175676-42-3 ]
6-vinylquinoline [ No CAS ]
6-(2-azido-1-(trifluoromethoxy)ethyl)quinoline [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
39%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
39%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	75 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0148

51
[ 175676-42-3 ]
[ 63600-35-1 ]
2-(2-azido-1-(trifluoromethoxy)ethyl)phenyl acetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
50%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 10℃; for 4h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;
50%	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation;	58 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Cong, Fei; Wei, Yongliang; Tang, Pingping [Chemical Communications, 2018, vol. 54, # 35, p. 4473 - 4476]
[2]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0145

52
phenyltrifluoromethyl iodine chloride [ No CAS ]
[ 104-15-4 ]
[ 175676-42-3 ]

Yield	Reaction Conditions	Operation in experiment
68%	In dichloromethane at 35℃; for 4h; Schlenk technique; Inert atmosphere;

Reference： [1]Xu, Cong; Song, Xiaoning; Guo, Jia; Chen, Sibao; Gao, Jie; Jiang, Jing; Gao, Fengyun; Li, Yuxin; Wang, Mang [Organic Letters, 2018, vol. 20, # 13, p. 3933 - 3937]

53
[ 175676-42-3 ]
[ 95-13-6 ]
C₁₀H₈F₃N₃O [ No CAS ]
C₁₀H₈F₃N₃O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation; Overall yield = 40 %; Optical yield = 28.571 %de;	76 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0148

54
[ 175676-42-3 ]
[ 1221441-41-3 ]
C₁₈H₂₃F₃N₄O₅ [ No CAS ]
C₁₈H₂₃F₃N₄O₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation; Overall yield = 40 %; Optical yield = 77.778 %de;	77 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0148

55
[ 175676-42-3 ]
[ 151171-58-3 ]
C₂₁H₂₄F₃N₃O₂ [ No CAS ]
C₂₁H₂₄F₃N₃O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation; Overall yield = 36 %; Optical yield = 81.818 %de;	78 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0149

56
[ 175676-42-3 ]
C₄₀H₅₆O₄ [ No CAS ]
C₄₁H₅₆F₃N₃O₅ [ No CAS ]
C₄₁H₅₆F₃N₃O₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation; Overall yield = 38 %; Optical yield = 60 %de;	79 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0149

57
[ 175676-42-3 ]
gibberellate 4-vinylphenyl ester diacetate [ No CAS ]
C₃₂H₃₂F₃N₃O₉ [ No CAS ]
C₃₂H₃₂F₃N₃O₉ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation; Overall yield = 28 %; Optical yield = 20 %de;	80 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0149

58
[ 175676-42-3 ]
10β-(4’-vinylphenyl)dihydroartemisinin [ No CAS ]
C₂₅H₃₂F₃N₃O₆ [ No CAS ]
C₂₅H₃₂F₃N₃O₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; silver fluoride; 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In acetonitrile at 20℃; for 4h; Inert atmosphere; Sealed tube; Irradiation; Overall yield = 28 %; Optical yield = 33.333 %de;	81 Example 6 1-(2-azido-1-(trifluoromethoxy)ethyl)-2,4,6-trimethylbenzene (4a) General procedure: Under the protection of N2, Ru(bpy)3(PF6)2 (2.4 mg, 0.00300 mmol, 1.0 mol%), AgF (19.2 mg, 0.150 mmol, 50.0 mol%) was added to the sealed tube. 4,4',4"-tri-tert-butyl-2,2':6',2"-terpyridine (tbtpy, 36.0 mg, 0.0900 mmol, 30.0 mol%),1-azido-1,3 benzo[d][1,2]iodohydroxy-3(1H)-one (3) (173.4 mg, 0.600 mmol, 2.00 eq.), then acetonitrile solvent (2.40 mL) ,4-phenylstyrene (1a) (43.9 mg, 0.300 mmol, 1.00 equiv), trifluoromethyl 4-methylbenzenesulfonate (2) (169 μL, 0.9 mmol, 3.00 equiv) was added to the reaction. The resulting mixture was then allowed to stand at room temperature and stirred under irradiation with a 14 W blue LED for 4 hours.After that, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography.Elution with petroleum ether / ethyl acetate 100:1 (v / v) gave the corresponding product (4a), 65.5mg.

Reference： [1]Current Patent Assignee: NANKAI UNIVERSITY - CN108129348, 2018, A Location in patent: Paragraph 0113; 0114; 0116; 0118; 0119; 0121; 0122; 0150

59
[ 175676-42-3 ]
C₂₀H₃₃N₃O₅Si [ No CAS ]
C₁₅H₁₈F₃N₃O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
59%	With 3,4,7,8-Tetramethyl-o-phenanthrolin; silver fluoride; Selectfluor In dichloromethane; acetonitrile at 25℃; Inert atmosphere;

Reference： [1]Wang, Feng; Xu, Peng; Cong, Fei; Tang, Pingping [Chemical Science, 2018, vol. 9, # 47, p. 8836 - 8841]

60
[ 175676-42-3 ]
C₂₂H₃₈O₅Si [ No CAS ]
5-(trifluoromethoxy)pentyl 4-(tert-butyl)benzoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
66%	With 3,4,7,8-Tetramethyl-o-phenanthrolin; silver fluoride; Selectfluor In dichloromethane; acetonitrile at 25℃; Inert atmosphere;

Reference： [1]Wang, Feng; Xu, Peng; Cong, Fei; Tang, Pingping [Chemical Science, 2018, vol. 9, # 47, p. 8836 - 8841]

61
[ 175676-42-3 ]
C₁₉H₃₂O₆Si [ No CAS ]
C₁₄H₁₇F₃O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
66%	With 3,4,7,8-Tetramethyl-o-phenanthrolin; silver fluoride; Selectfluor In dichloromethane; acetonitrile at 25℃; Inert atmosphere;

Reference： [1]Wang, Feng; Xu, Peng; Cong, Fei; Tang, Pingping [Chemical Science, 2018, vol. 9, # 47, p. 8836 - 8841]

62
[ 175676-42-3 ]
C₁₈H₂₉FO₅Si [ No CAS ]
5-trifluoromethoxy-1-pentanol 4-fluorobenzoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
59%	With 3,4,7,8-Tetramethyl-o-phenanthrolin; silver fluoride; Selectfluor In dichloromethane; acetonitrile at 25℃; Inert atmosphere;

Reference： [1]Wang, Feng; Xu, Peng; Cong, Fei; Tang, Pingping [Chemical Science, 2018, vol. 9, # 47, p. 8836 - 8841]

63
[ 175676-42-3 ]
C₁₈H₂₉ClO₅Si [ No CAS ]
C₁₃H₁₄ClF₃O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
61%	With 3,4,7,8-Tetramethyl-o-phenanthrolin; silver fluoride; Selectfluor In dichloromethane; acetonitrile at 25℃; Inert atmosphere;

Reference： [1]Wang, Feng; Xu, Peng; Cong, Fei; Tang, Pingping [Chemical Science, 2018, vol. 9, # 47, p. 8836 - 8841]

64
[ 175676-42-3 ]
C₂₀H₃₃BrO₅Si [ No CAS ]
C₁₅H₁₈BrF₃O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
59%	With 3,4,7,8-Tetramethyl-o-phenanthrolin; silver fluoride; Selectfluor In dichloromethane; acetonitrile at 25℃; Inert atmosphere;

Reference： [1]Wang, Feng; Xu, Peng; Cong, Fei; Tang, Pingping [Chemical Science, 2018, vol. 9, # 47, p. 8836 - 8841]

65
[ 175676-42-3 ]
C₁₉H₂₉F₃O₅Si [ No CAS ]
5-(trifluoromethoxy)pentyl 4-(trifluoromethyl)benzoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
56%	With 3,4,7,8-Tetramethyl-o-phenanthrolin; silver fluoride; Selectfluor In dichloromethane; acetonitrile at 25℃; Inert atmosphere;

Reference： [1]Wang, Feng; Xu, Peng; Cong, Fei; Tang, Pingping [Chemical Science, 2018, vol. 9, # 47, p. 8836 - 8841]

66
[ 175676-42-3 ]
C₂₂H₃₂O₅Si [ No CAS ]
C₁₇H₁₇F₃O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
61%	With 3,4,7,8-Tetramethyl-o-phenanthrolin; silver fluoride; Selectfluor In dichloromethane; acetonitrile at 25℃; Inert atmosphere;

Reference： [1]Wang, Feng; Xu, Peng; Cong, Fei; Tang, Pingping [Chemical Science, 2018, vol. 9, # 47, p. 8836 - 8841]

67
[ 175676-42-3 ]
C₁₇H₂₈FNO₅Si [ No CAS ]
C₁₂H₁₃F₄NO₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
61%	With 3,4,7,8-Tetramethyl-o-phenanthrolin; silver fluoride; Selectfluor In dichloromethane; acetonitrile at 25℃; Inert atmosphere;

Reference： [1]Wang, Feng; Xu, Peng; Cong, Fei; Tang, Pingping [Chemical Science, 2018, vol. 9, # 47, p. 8836 - 8841]

68
[ 175676-42-3 ]
[ 18536-91-9 ]
dodecyl trifluoromethyl ether [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
57%	With 3,4,7,8-Tetramethyl-o-phenanthrolin; silver fluoride; Selectfluor In dichloromethane; acetonitrile at 25℃; Inert atmosphere;

Reference： [1]Wang, Feng; Xu, Peng; Cong, Fei; Tang, Pingping [Chemical Science, 2018, vol. 9, # 47, p. 8836 - 8841]

69
[ 175676-42-3 ]
C₁₆H₂₇BrO₅SSi [ No CAS ]
C₁₁H₁₂BrF₃O₃S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
62%	With 3,4,7,8-Tetramethyl-o-phenanthrolin; silver fluoride; Selectfluor In dichloromethane; acetonitrile at 25℃; Inert atmosphere;

Reference： [1]Wang, Feng; Xu, Peng; Cong, Fei; Tang, Pingping [Chemical Science, 2018, vol. 9, # 47, p. 8836 - 8841]

70
[ 175676-42-3 ]
C₂₀H₃₀O₆Si [ No CAS ]
C₁₅H₁₅F₃O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
56%	With 3,4,7,8-Tetramethyl-o-phenanthrolin; silver fluoride; Selectfluor In dichloromethane; acetonitrile at 25℃; Inert atmosphere;

Reference： [1]Wang, Feng; Xu, Peng; Cong, Fei; Tang, Pingping [Chemical Science, 2018, vol. 9, # 47, p. 8836 - 8841]

71
[ 175676-42-3 ]
C₂₀H₃₁NO₅Si [ No CAS ]
C₁₅H₁₆F₃NO₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65%	With 3,4,7,8-Tetramethyl-o-phenanthrolin; silver fluoride; Selectfluor In dichloromethane; acetonitrile at 25℃; Inert atmosphere;

Reference： [1]Wang, Feng; Xu, Peng; Cong, Fei; Tang, Pingping [Chemical Science, 2018, vol. 9, # 47, p. 8836 - 8841]

72
[ 175676-42-3 ]
[ 252054-88-9 ]
2-iodo-1-(trifluoromethoxy)naphthalene [ No CAS ]
1-iodo-2-(trifluoromethoxy)naphthalene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium fluoride; 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane; cis-dicyclohexano-18-C-6; carbonic acid dimethyl ester at 60℃; for 12h; Overall yield = 86 %;	3. General Procedure for Trifluoromethoxylation-iodination of Arynes 3a-3m General procedure: To a 15 mL of pressure-proof pipe equipped with a stir bar was added 1 (0.50 mmol, 1.00 equiv), cis-DCy-18-C-6 (372.49 mg, 1.00 mmol, 2.0 equiv), C4F9I (1037.79 mg, 3.00 mmol, 6.00 equiv) and DMC (3.0 mL) in the glove box. 2a (240.20 mg, 1.00 mmol, 2.0 equiv) and KF (116.20 mg, 2.00 mmol, 4.00 equiv) were added with stirring at room temperature. The reaction was stirred at 60 °C for 12 h and cooled to room temperature. The solvent was evaporated under vacuum and the crude product was purified by flash column chromatography to give products 3. Yields were listed in Table 5. The ratio of regioisomer ab/ba was determined by 19F NMR spectroscopy.

Reference： [1]Lei, Meng; Miao, Hang; Wang, Xueyuan; Zhang, Wen; Zhu, Chengjian; Lu, Xiaqiang; Shen, Jian; Qin, Yanru; Zhang, Haoyang; Sha, Sijia; Zhu, Yongqiang [Tetrahedron Letters, 2019, vol. 60, # 20, p. 1389 - 1392]

73
[ 175676-42-3 ]
[ 262373-15-9 ]
2-iodo-5-methyl-1-(trifluoromethoxy)benzene [ No CAS ]
2-iodo-4-methyl-1-(trifluoromethoxy)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium fluoride; 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane; cis-dicyclohexano-18-C-6; carbonic acid dimethyl ester; at 60℃; for 12h;	General procedure: To a 15 mL of pressure-proof pipe equipped with a stir bar was added 1 (0.50 mmol, 1.00 equiv), cis-DCy-18-C-6 (372.49 mg, 1.00 mmol, 2.0 equiv), C4F9I (1037.79 mg, 3.00 mmol, 6.00 equiv) and DMC (3.0 mL) in the glove box. 2a (240.20 mg, 1.00 mmol, 2.0 equiv) and KF (116.20 mg, 2.00 mmol, 4.00 equiv) were added with stirring at room temperature. The reaction was stirred at 60 C for 12 h and cooled to room temperature. The solvent was evaporated under vacuum and the crude product was purified by flash column chromatography to give products 3. Yields were listed in Table 5. The ratio of regioisomer ab/ba was determined by 19F NMR spectroscopy.

Reference： [1]Tetrahedron Letters,2019,vol. 60,p. 1389 - 1392

74
[ 175676-42-3 ]
C₁₂H₁₇F₃O₃SSi [ No CAS ]
2-iodo-5-ethyl-1-(trifluoromethoxy)benzene [ No CAS ]
2-iodo-4-ethyl-1-(trifluoromethoxy)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium fluoride; 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane; cis-dicyclohexano-18-C-6; carbonic acid dimethyl ester at 60℃; for 12h; Overall yield = 57 %;	3. General Procedure for Trifluoromethoxylation-iodination of Arynes 3a-3m General procedure: To a 15 mL of pressure-proof pipe equipped with a stir bar was added 1 (0.50 mmol, 1.00 equiv), cis-DCy-18-C-6 (372.49 mg, 1.00 mmol, 2.0 equiv), C4F9I (1037.79 mg, 3.00 mmol, 6.00 equiv) and DMC (3.0 mL) in the glove box. 2a (240.20 mg, 1.00 mmol, 2.0 equiv) and KF (116.20 mg, 2.00 mmol, 4.00 equiv) were added with stirring at room temperature. The reaction was stirred at 60 °C for 12 h and cooled to room temperature. The solvent was evaporated under vacuum and the crude product was purified by flash column chromatography to give products 3. Yields were listed in Table 5. The ratio of regioisomer ab/ba was determined by 19F NMR spectroscopy.

Reference： [1]Lei, Meng; Miao, Hang; Wang, Xueyuan; Zhang, Wen; Zhu, Chengjian; Lu, Xiaqiang; Shen, Jian; Qin, Yanru; Zhang, Haoyang; Sha, Sijia; Zhu, Yongqiang [Tetrahedron Letters, 2019, vol. 60, # 20, p. 1389 - 1392]

75
[ 175676-42-3 ]
C₁₃H₁₉F₃O₃SSi [ No CAS ]
2-iodo-5-isopropyl-1-(trifluoromethoxy)benzene [ No CAS ]
2-iodo-4-isopropyl-1-(trifluoromethoxy)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium fluoride; 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane; cis-dicyclohexano-18-C-6; carbonic acid dimethyl ester at 60℃; for 12h; Overall yield = 53 %;	3. General Procedure for Trifluoromethoxylation-iodination of Arynes 3a-3m General procedure: To a 15 mL of pressure-proof pipe equipped with a stir bar was added 1 (0.50 mmol, 1.00 equiv), cis-DCy-18-C-6 (372.49 mg, 1.00 mmol, 2.0 equiv), C4F9I (1037.79 mg, 3.00 mmol, 6.00 equiv) and DMC (3.0 mL) in the glove box. 2a (240.20 mg, 1.00 mmol, 2.0 equiv) and KF (116.20 mg, 2.00 mmol, 4.00 equiv) were added with stirring at room temperature. The reaction was stirred at 60 °C for 12 h and cooled to room temperature. The solvent was evaporated under vacuum and the crude product was purified by flash column chromatography to give products 3. Yields were listed in Table 5. The ratio of regioisomer ab/ba was determined by 19F NMR spectroscopy.

Reference： [1]Lei, Meng; Miao, Hang; Wang, Xueyuan; Zhang, Wen; Zhu, Chengjian; Lu, Xiaqiang; Shen, Jian; Qin, Yanru; Zhang, Haoyang; Sha, Sijia; Zhu, Yongqiang [Tetrahedron Letters, 2019, vol. 60, # 20, p. 1389 - 1392]

76
[ 175676-42-3 ]
[ 1315568-69-4 ]
2-iodo-5-tert-butyl-1-(trifluoromethoxy)benzene [ No CAS ]
2-iodo-4-tert-butyl-1-(trifluoromethoxy)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium fluoride; 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane; cis-dicyclohexano-18-C-6; carbonic acid dimethyl ester at 60℃; for 12h; Overall yield = 53 %;	3. General Procedure for Trifluoromethoxylation-iodination of Arynes 3a-3m General procedure: To a 15 mL of pressure-proof pipe equipped with a stir bar was added 1 (0.50 mmol, 1.00 equiv), cis-DCy-18-C-6 (372.49 mg, 1.00 mmol, 2.0 equiv), C4F9I (1037.79 mg, 3.00 mmol, 6.00 equiv) and DMC (3.0 mL) in the glove box. 2a (240.20 mg, 1.00 mmol, 2.0 equiv) and KF (116.20 mg, 2.00 mmol, 4.00 equiv) were added with stirring at room temperature. The reaction was stirred at 60 °C for 12 h and cooled to room temperature. The solvent was evaporated under vacuum and the crude product was purified by flash column chromatography to give products 3. Yields were listed in Table 5. The ratio of regioisomer ab/ba was determined by 19F NMR spectroscopy.

Reference： [1]Lei, Meng; Miao, Hang; Wang, Xueyuan; Zhang, Wen; Zhu, Chengjian; Lu, Xiaqiang; Shen, Jian; Qin, Yanru; Zhang, Haoyang; Sha, Sijia; Zhu, Yongqiang [Tetrahedron Letters, 2019, vol. 60, # 20, p. 1389 - 1392]

77
[ 175676-42-3 ]
4-fluoro-2-(trimethylsilyl)phenyl trifluoromethanesulfonate [ No CAS ]
4-fluoro-2-iodo-1-(trifluoromethoxy)benzene [ No CAS ]
4-fluoro-1-iodo-2-(trifluoromethoxy)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium fluoride; 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane; cis-dicyclohexano-18-C-6; carbonic acid dimethyl ester at 60℃; for 12h; Overall yield = 66 %Spectr.;	3. General Procedure for Trifluoromethoxylation-iodination of Arynes 3a-3m General procedure: To a 15 mL of pressure-proof pipe equipped with a stir bar was added 1 (0.50 mmol, 1.00 equiv), cis-DCy-18-C-6 (372.49 mg, 1.00 mmol, 2.0 equiv), C4F9I (1037.79 mg, 3.00 mmol, 6.00 equiv) and DMC (3.0 mL) in the glove box. 2a (240.20 mg, 1.00 mmol, 2.0 equiv) and KF (116.20 mg, 2.00 mmol, 4.00 equiv) were added with stirring at room temperature. The reaction was stirred at 60 °C for 12 h and cooled to room temperature. The solvent was evaporated under vacuum and the crude product was purified by flash column chromatography to give products 3. Yields were listed in Table 5. The ratio of regioisomer ab/ba was determined by 19F NMR spectroscopy.

Reference： [1]Lei, Meng; Miao, Hang; Wang, Xueyuan; Zhang, Wen; Zhu, Chengjian; Lu, Xiaqiang; Shen, Jian; Qin, Yanru; Zhang, Haoyang; Sha, Sijia; Zhu, Yongqiang [Tetrahedron Letters, 2019, vol. 60, # 20, p. 1389 - 1392]

78
[ 175676-42-3 ]
4-methoxy-2-(trimethylsilyl)phenyl triflate [ No CAS ]
2-iodo-4-methoxy-1-(trifluoromethoxy)benzene [ No CAS ]
2-iodo-5-methoxy-1-(trifluoromethoxy)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium fluoride; 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane; cis-dicyclohexano-18-C-6; carbonic acid dimethyl ester at 60℃; for 12h; Overall yield = 64 %;	3. General Procedure for Trifluoromethoxylation-iodination of Arynes 3a-3m General procedure: To a 15 mL of pressure-proof pipe equipped with a stir bar was added 1 (0.50 mmol, 1.00 equiv), cis-DCy-18-C-6 (372.49 mg, 1.00 mmol, 2.0 equiv), C4F9I (1037.79 mg, 3.00 mmol, 6.00 equiv) and DMC (3.0 mL) in the glove box. 2a (240.20 mg, 1.00 mmol, 2.0 equiv) and KF (116.20 mg, 2.00 mmol, 4.00 equiv) were added with stirring at room temperature. The reaction was stirred at 60 °C for 12 h and cooled to room temperature. The solvent was evaporated under vacuum and the crude product was purified by flash column chromatography to give products 3. Yields were listed in Table 5. The ratio of regioisomer ab/ba was determined by 19F NMR spectroscopy.

Reference： [1]Lei, Meng; Miao, Hang; Wang, Xueyuan; Zhang, Wen; Zhu, Chengjian; Lu, Xiaqiang; Shen, Jian; Qin, Yanru; Zhang, Haoyang; Sha, Sijia; Zhu, Yongqiang [Tetrahedron Letters, 2019, vol. 60, # 20, p. 1389 - 1392]

79
[ 175676-42-3 ]
3-(trimethylsilyl)-[1,1’-biphenyl]-4-yl trifluoromethanesulfonate [ No CAS ]
2-iodo-5-phenyl-1-(trifluoromethoxy)benzene [ No CAS ]
2-iodo-4-phenyl-1-(trifluoromethoxy)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium fluoride; 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane; cis-dicyclohexano-18-C-6; carbonic acid dimethyl ester at 60℃; for 12h; Overall yield = 68 %;	3. General Procedure for Trifluoromethoxylation-iodination of Arynes 3a-3m General procedure: To a 15 mL of pressure-proof pipe equipped with a stir bar was added 1 (0.50 mmol, 1.00 equiv), cis-DCy-18-C-6 (372.49 mg, 1.00 mmol, 2.0 equiv), C4F9I (1037.79 mg, 3.00 mmol, 6.00 equiv) and DMC (3.0 mL) in the glove box. 2a (240.20 mg, 1.00 mmol, 2.0 equiv) and KF (116.20 mg, 2.00 mmol, 4.00 equiv) were added with stirring at room temperature. The reaction was stirred at 60 °C for 12 h and cooled to room temperature. The solvent was evaporated under vacuum and the crude product was purified by flash column chromatography to give products 3. Yields were listed in Table 5. The ratio of regioisomer ab/ba was determined by 19F NMR spectroscopy.

Reference： [1]Lei, Meng; Miao, Hang; Wang, Xueyuan; Zhang, Wen; Zhu, Chengjian; Lu, Xiaqiang; Shen, Jian; Qin, Yanru; Zhang, Haoyang; Sha, Sijia; Zhu, Yongqiang [Tetrahedron Letters, 2019, vol. 60, # 20, p. 1389 - 1392]

80
[ 175676-42-3 ]
[ 88284-48-4 ]
[ 175278-00-9 ]

Yield	Reaction Conditions	Operation in experiment
64%	With potassium fluoride; 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane; cis-dicyclohexano-18-C-6; carbonic acid dimethyl ester; at 60℃; for 12h;	General procedure: To a 15 mL of pressure-proof pipe equipped with a stir bar was added 1 (0.50 mmol, 1.00 equiv), cis-DCy-18-C-6 (372.49 mg, 1.00 mmol, 2.0 equiv), C4F9I (1037.79 mg, 3.00 mmol, 6.00 equiv) and DMC (3.0 mL) in the glove box. 2a (240.20 mg, 1.00 mmol, 2.0 equiv) and KF (116.20 mg, 2.00 mmol, 4.00 equiv) were added with stirring at room temperature. The reaction was stirred at 60 C for 12 h and cooled to room temperature. The solvent was evaporated under vacuum and the crude product was purified by flash column chromatography to give products 3. Yields were listed in Table 5. The ratio of regioisomer ab/ba was determined by 19F NMR spectroscopy.

Reference： [1]Tetrahedron Letters,2019,vol. 60,p. 1389 - 1392

81
[ 175676-42-3 ]
[ 88284-48-4 ]
[ 456-55-3 ]
[ 175278-00-9 ]

Reference： [1]Tetrahedron Letters,2019,vol. 60,p. 1389 - 1392

82
[ 175676-42-3 ]
2,4-dimethyl-6-(trimethylsilyl)phenyl trifluoromethanesulfonate [ No CAS ]
2-iodo-4,6-dimethyl-1-(trifluoromethoxy)benzene [ No CAS ]
2-iodo-3,5-dimethyl-1-(trifluoromethoxy)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium fluoride; 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane; cis-dicyclohexano-18-C-6; carbonic acid dimethyl ester at 60℃; for 12h; Overall yield = 60 %;	3. General Procedure for Trifluoromethoxylation-iodination of Arynes 3a-3m General procedure: To a 15 mL of pressure-proof pipe equipped with a stir bar was added 1 (0.50 mmol, 1.00 equiv), cis-DCy-18-C-6 (372.49 mg, 1.00 mmol, 2.0 equiv), C4F9I (1037.79 mg, 3.00 mmol, 6.00 equiv) and DMC (3.0 mL) in the glove box. 2a (240.20 mg, 1.00 mmol, 2.0 equiv) and KF (116.20 mg, 2.00 mmol, 4.00 equiv) were added with stirring at room temperature. The reaction was stirred at 60 °C for 12 h and cooled to room temperature. The solvent was evaporated under vacuum and the crude product was purified by flash column chromatography to give products 3. Yields were listed in Table 5. The ratio of regioisomer ab/ba was determined by 19F NMR spectroscopy.

Reference： [1]Lei, Meng; Miao, Hang; Wang, Xueyuan; Zhang, Wen; Zhu, Chengjian; Lu, Xiaqiang; Shen, Jian; Qin, Yanru; Zhang, Haoyang; Sha, Sijia; Zhu, Yongqiang [Tetrahedron Letters, 2019, vol. 60, # 20, p. 1389 - 1392]

83
[ 175676-42-3 ]
4,5-dimethyl-2-(trimethylsilyl)phenyl triflate [ No CAS ]
2-iodo-4,5-dimethyl-1-(trifluoromethoxy)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
44%	With potassium fluoride; 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane; cis-dicyclohexano-18-C-6; carbonic acid dimethyl ester at 60℃; for 12h;	3. General Procedure for Trifluoromethoxylation-iodination of Arynes 3a-3m General procedure: To a 15 mL of pressure-proof pipe equipped with a stir bar was added 1 (0.50 mmol, 1.00 equiv), cis-DCy-18-C-6 (372.49 mg, 1.00 mmol, 2.0 equiv), C4F9I (1037.79 mg, 3.00 mmol, 6.00 equiv) and DMC (3.0 mL) in the glove box. 2a (240.20 mg, 1.00 mmol, 2.0 equiv) and KF (116.20 mg, 2.00 mmol, 4.00 equiv) were added with stirring at room temperature. The reaction was stirred at 60 °C for 12 h and cooled to room temperature. The solvent was evaporated under vacuum and the crude product was purified by flash column chromatography to give products 3. Yields were listed in Table 5. The ratio of regioisomer ab/ba was determined by 19F NMR spectroscopy.

Reference： [1]Lei, Meng; Miao, Hang; Wang, Xueyuan; Zhang, Wen; Zhu, Chengjian; Lu, Xiaqiang; Shen, Jian; Qin, Yanru; Zhang, Haoyang; Sha, Sijia; Zhu, Yongqiang [Tetrahedron Letters, 2019, vol. 60, # 20, p. 1389 - 1392]

84
[ 175676-42-3 ]
4,5-dimethoxy-2-(trimethylsilyl)phenyl trifluoromethanesulfonate [ No CAS ]
2-iodo-4,5-dimethoxy-1-(trifluoromethoxy)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
45%	With potassium fluoride; 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane; cis-dicyclohexano-18-C-6; carbonic acid dimethyl ester at 60℃; for 12h;	3. General Procedure for Trifluoromethoxylation-iodination of Arynes 3a-3m General procedure: To a 15 mL of pressure-proof pipe equipped with a stir bar was added 1 (0.50 mmol, 1.00 equiv), cis-DCy-18-C-6 (372.49 mg, 1.00 mmol, 2.0 equiv), C4F9I (1037.79 mg, 3.00 mmol, 6.00 equiv) and DMC (3.0 mL) in the glove box. 2a (240.20 mg, 1.00 mmol, 2.0 equiv) and KF (116.20 mg, 2.00 mmol, 4.00 equiv) were added with stirring at room temperature. The reaction was stirred at 60 °C for 12 h and cooled to room temperature. The solvent was evaporated under vacuum and the crude product was purified by flash column chromatography to give products 3. Yields were listed in Table 5. The ratio of regioisomer ab/ba was determined by 19F NMR spectroscopy.

Reference： [1]Lei, Meng; Miao, Hang; Wang, Xueyuan; Zhang, Wen; Zhu, Chengjian; Lu, Xiaqiang; Shen, Jian; Qin, Yanru; Zhang, Haoyang; Sha, Sijia; Zhu, Yongqiang [Tetrahedron Letters, 2019, vol. 60, # 20, p. 1389 - 1392]

85
[ 175676-42-3 ]
[ 717903-52-1 ]
5-iodo-6-(trifluoromethoxy)benzo[d][1,3]dioxole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
62%	With potassium fluoride; 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane; cis-dicyclohexano-18-C-6; carbonic acid dimethyl ester at 60℃; for 12h;	3. General Procedure for Trifluoromethoxylation-iodination of Arynes 3a-3m General procedure: To a 15 mL of pressure-proof pipe equipped with a stir bar was added 1 (0.50 mmol, 1.00 equiv), cis-DCy-18-C-6 (372.49 mg, 1.00 mmol, 2.0 equiv), C4F9I (1037.79 mg, 3.00 mmol, 6.00 equiv) and DMC (3.0 mL) in the glove box. 2a (240.20 mg, 1.00 mmol, 2.0 equiv) and KF (116.20 mg, 2.00 mmol, 4.00 equiv) were added with stirring at room temperature. The reaction was stirred at 60 °C for 12 h and cooled to room temperature. The solvent was evaporated under vacuum and the crude product was purified by flash column chromatography to give products 3. Yields were listed in Table 5. The ratio of regioisomer ab/ba was determined by 19F NMR spectroscopy.

Reference： [1]Lei, Meng; Miao, Hang; Wang, Xueyuan; Zhang, Wen; Zhu, Chengjian; Lu, Xiaqiang; Shen, Jian; Qin, Yanru; Zhang, Haoyang; Sha, Sijia; Zhu, Yongqiang [Tetrahedron Letters, 2019, vol. 60, # 20, p. 1389 - 1392]

86
[ 175676-42-3 ]
[ 61474-39-3 ]
C₁₂H₁₃F₃O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
83%	With Co(((CH₃)3C)4(C₆H₂CHNO)2C₆H₁₀)OC₆H₃(NO₂)2; tetrabutylammonium 2,4-dinitrophenoxide In acetonitrile at 25℃; for 24h; Sealed tube; Inert atmosphere; Glovebox;

Reference： [1]Liu, Jie; Wei, Yongliang; Tang, Pingping [Journal of the American Chemical Society, 2018, vol. 140, # 45, p. 15194 - 15199]

87
[ 175676-42-3 ]
[ 14700-55-1 ]
C₁₁H₁₇F₃O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	With Co(((CH₃)3C)4(C₆H₂CHNO)2C₆H₁₀)OC₆H₃(NO₂)2; tetrabutylammonium 2,4-dinitrophenoxide In acetonitrile at 25℃; for 24h; Sealed tube; Inert atmosphere; Glovebox;

Reference： [1]Liu, Jie; Wei, Yongliang; Tang, Pingping [Journal of the American Chemical Society, 2018, vol. 140, # 45, p. 15194 - 15199]

88
[ 175676-42-3 ]
[ 57280-22-5 ]
C₈H₁₃F₃O₄ [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2018,vol. 140,p. 15194 - 15199

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
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CAS No. :	175676-42-3	MDL No. :	MFCD31695793
Formula :	C₈H₇F₃O₃S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	NHBKFPDJMAEDOS-UHFFFAOYSA-N
M.W :	240.20	Pubchem ID :	13494930
Synonyms :

Num. heavy atoms :	15
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.25
Num. rotatable bonds :	3
Num. H-bond acceptors :	6.0
Num. H-bond donors :	0.0
Molar Refractivity :	45.78
TPSA :	51.75 Å²

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.79 cm/s

Log Po/w (iLOGP) :	2.12
Log Po/w (XLOGP3) :	2.78
Log Po/w (WLOGP) :	4.56
Log Po/w (MLOGP) :	2.25
Log Po/w (SILICOS-IT) :	1.74
Consensus Log Po/w :	2.69

[ CAS No. 175676-42-3 ] {[proInfo.proName]}

Quality Control of [ 175676-42-3 ]

Related Doc. of [ 175676-42-3 ]

Product Details of [ 175676-42-3 ]

Calculated chemistry of [ 175676-42-3 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 175676-42-3 ]

Application In Synthesis of [ 175676-42-3 ]

[ 175676-42-3 ] Synthesis Path-Downstream 1~88

Related Functional Groups of
[ 175676-42-3 ]

Fluorination Reagents

Trifluoromethyls

Precautionary Statements-General

Prevention

Response

Storage

Disposal

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Inquiry

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Log S (ESOL) :	-3.18
Solubility :	0.159 mg/ml ; 0.000663 mol/l
Class :	Soluble
Log S (Ali) :	-3.52
Solubility :	0.0721 mg/ml ; 0.0003 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.34
Solubility :	0.109 mg/ml ; 0.000454 mol/l
Class :	Soluble

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.15

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P280-P301+P312-P302+P352-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

[ CAS No. 175676-42-3 ] {[proInfo.proName]}

Quality Control of [ 175676-42-3 ]

Related Doc. of [ 175676-42-3 ]

Product Details of [ 175676-42-3 ]

Calculated chemistry of [ 175676-42-3 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 175676-42-3 ]

Application In Synthesis of [ 175676-42-3 ]

[ 175676-42-3 ] Synthesis Path-Downstream 1~88

Related Functional Groups of [ 175676-42-3 ]

Fluorination Reagents

Trifluoromethyls

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 175676-42-3 ]