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[ CAS No. 17697-12-0 ] {[proInfo.proName]}

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Chemical Structure| 17697-12-0
Chemical Structure| 17697-12-0
Structure of 17697-12-0 * Storage: {[proInfo.prStorage]}
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Product Details of [ 17697-12-0 ]

CAS No. :17697-12-0 MDL No. :MFCD00001991
Formula : C12H10O3Se2 Boiling Point : -
Linear Structure Formula :- InChI Key :FHPZOWOEILXXBD-UHFFFAOYSA-N
M.W : 360.13 Pubchem ID :87253
Synonyms :

Safety of [ 17697-12-0 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P261-P273-P301+P310+P330-P304+P340+P312-P403+P233-P501 UN#:3283
Hazard Statements:H301+H331-H373-H410 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 17697-12-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 17697-12-0 ]

[ 17697-12-0 ] Synthesis Path-Downstream   1~87

  • 1
  • [ 1666-13-3 ]
  • [ 17697-12-0 ]
YieldReaction ConditionsOperation in experiment
With ozone In tetrachloromethane at -5℃;
With tert.-butylhydroperoxide
Multi-step reaction with 3 steps 1: tert.-butylhydroperoxide / α,α,α-trifluorotoluene / 80 °C 2: tert.-butylhydroperoxide / α,α,α-trifluorotoluene / 80 °C 3: tert.-butylhydroperoxide / α,α,α-trifluorotoluene / 80 °C
  • 2
  • [ 120-72-9 ]
  • [ 100561-34-0 ]
  • [ 17697-12-0 ]
  • [ 3744-82-9 ]
  • [ 85677-00-5 ]
YieldReaction ConditionsOperation in experiment
1: 98% 2: 100% In tetrahydrofuran at 50 - 60℃; for 2h; also other reaction conditions and absence of indole;
  • 3
  • [ 120-72-9 ]
  • [ 17697-12-0 ]
  • (2aα,5α)-1,2,2a,3,4,5-Hexahydrobenz<cd>indol-5-ol [ No CAS ]
  • [ 3744-82-9 ]
  • [ 102569-75-5 ]
  • [ 85677-00-5 ]
YieldReaction ConditionsOperation in experiment
1: 100% 2: 1.7% 3: 96% With indole; benzeneseleninic anhydride for 23h; Ambient temperature;
  • 4
  • [ 120-72-9 ]
  • [ 17697-12-0 ]
  • [ 3744-82-9 ]
  • [ 85677-00-5 ]
YieldReaction ConditionsOperation in experiment
1: 98% 2: 100% With 1,2,2a,3-Tetrahydrobenz<cd>indol-5(4H)-one In tetrahydrofuran at 50 - 60℃; for 2h;
  • 5
  • [ 120-72-9 ]
  • [ 17697-12-0 ]
  • [ 104720-95-8 ]
YieldReaction ConditionsOperation in experiment
76% In tetrahydrofuran; dichloromethane
76% In tetrahydrofuran; dichloromethane at 20℃; for 18h;
  • 6
  • [ 75-91-2 ]
  • [ 17697-12-0 ]
  • [ 6996-92-5 ]
  • [ 85808-12-4 ]
YieldReaction ConditionsOperation in experiment
93% In benzene for 18h;
  • 7
  • [ 496-15-1 ]
  • [ 17697-12-0 ]
  • [ 120-72-9 ]
  • [ 85677-00-5 ]
YieldReaction ConditionsOperation in experiment
1: 30 % Chromat. 2: 49 % Chromat. With sodium cyanide; acetic acid In tetrahydrofuran 0 deg C, then 20 deg C, 5 days;
  • 8
  • [ 496-15-1 ]
  • [ 17697-12-0 ]
  • [ 85677-00-5 ]
YieldReaction ConditionsOperation in experiment
98% In tetrahydrofuran at 20℃; for 1h; dehydrogenation and phenylselenenation of indolines with phenylseleninic anhydride or phenylseleninic acid;
98% In tetrahydrofuran at 0℃; for 2h;
98% In tetrahydrofuran at 20℃; for 1h;
  • 9
  • [ 635-46-1 ]
  • [ 17697-12-0 ]
  • [ 119-65-3 ]
  • 3-Phenylselanyl-isoquinoline [ No CAS ]
  • 6-phenylselenenyl tetrahydroquinoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 36% 2: 14% 3: 15.5% In tetrahydrofuran for 19h; Ambient temperature;
1: 15.5% 2: 36% 3: 14% In tetrahydrofuran for 18h; Ambient temperature;
  • 10
  • [ 106-44-5 ]
  • [ 17697-12-0 ]
  • N-(3-methyl-6-oxo-2,4-cyclohexadien-1-ylidene)benzeneselenamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With 1,1,1,3,3,3-hexamethyl-disilazane 1.) chloroform, RT, 30 min, 2.) chloroform, RT, 1 h; Yield given. Multistep reaction;
  • 11
  • [ 98154-44-0 ]
  • [ 17697-12-0 ]
  • [ 1666-13-3 ]
  • [ 98154-45-1 ]
  • [ 105201-07-8 ]
YieldReaction ConditionsOperation in experiment
1: 26 mg 2: 8% 3: 64% With iodoxybenzene In benzene for 1.75h; Heating;
1: 400 mg 2: 49% 3: 29% In chlorobenzene at 100℃; for 0.0333333h;
  • 12
  • [ 100561-34-0 ]
  • [ 17697-12-0 ]
  • [ 289-66-7 ]
  • [ 3744-82-9 ]
  • [ 83600-35-5 ]
  • [ 102569-76-6 ]
YieldReaction ConditionsOperation in experiment
1: 91% 2: 34% 3: 3.5% In tetrahydrofuran at 50 - 60℃; for 3h; also other reaction conditions and absence of dihydropyran;
  • 14
  • [ 85676-99-9 ]
  • [ 17697-12-0 ]
  • [ 1912-33-0 ]
  • [ 1666-13-3 ]
  • (2-Phenylselanyl-1H-indol-3-yl)-acetic acid methyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 29% 2: 89% In tetrahydrofuran for 2h;
  • 15
  • [ 105-87-3 ]
  • [ 4545-20-4 ]
  • [ 17697-12-0 ]
  • [ 119-61-9 ]
  • [ 1666-13-3 ]
  • [ 134480-03-8 ]
  • [ 134508-51-3 ]
YieldReaction ConditionsOperation in experiment
1: 30% 2: 76 % Spectr. 3: 30 % Spectr. 4: 36% In chloroform at 25℃; for 1h;
  • 16
  • [ 105-87-3 ]
  • [ 17697-12-0 ]
  • [ 119-61-9 ]
  • [ 1666-13-3 ]
  • [ 134480-03-8 ]
  • [ 134508-51-3 ]
YieldReaction ConditionsOperation in experiment
1: 36% 2: 76 % Spectr. 3: 30 % Spectr. 4: 30% With benzophenone tosylhydrazone In chloroform at 25℃; for 1h;
  • 17
  • [ 1618-26-4 ]
  • [ 17697-12-0 ]
  • [ 75996-25-7 ]
  • 18
  • [ 116-11-0 ]
  • [ 4545-20-4 ]
  • [ 17697-12-0 ]
  • [ 119-61-9 ]
  • [ 5366-49-4 ]
  • [ 61759-13-5 ]
  • [ 134480-02-7 ]
YieldReaction ConditionsOperation in experiment
1: 42% 2: 14% 3: 71 % Spectr. 4: 40% In chloroform at 25℃; for 1h; Further byproducts given;
  • 19
  • [ 116-11-0 ]
  • [ 17697-12-0 ]
  • [ 119-61-9 ]
  • [ 5366-49-4 ]
  • [ 61759-13-5 ]
  • [ 134480-02-7 ]
YieldReaction ConditionsOperation in experiment
1: 40% 2: 14% 3: 71 % Spectr. 4: 42% With benzophenone tosylhydrazone In chloroform at 25℃; for 1h; Further byproducts given;
  • 20
  • [ 358-23-6 ]
  • [ 1666-13-3 ]
  • [ 17697-12-0 ]
  • [ 112238-64-9 ]
YieldReaction ConditionsOperation in experiment
In chloroform-d1
In chloroform-d1; dichloromethane at -40℃; for 0.5h; Inert atmosphere;
  • 21
  • [ 90-15-3 ]
  • [ 17697-12-0 ]
  • [ 78617-32-0 ]
  • [ 524-42-5 ]
YieldReaction ConditionsOperation in experiment
1: 55% 2: 23% In tetrahydrofuran Ambient temperature;
  • 22
  • [ 98-54-4 ]
  • [ 17697-12-0 ]
  • [ 78617-31-9 ]
YieldReaction ConditionsOperation in experiment
30% In tetrahydrofuran 1.) 45 deg C, 30 min, 2.) room temperature, 24 h; Further byproducts given;
  • 23
  • [ 96-76-4 ]
  • [ 17697-12-0 ]
  • N-<3,5-bis(1,1-dimethylethyl)-6-oxo-2,4-cyclohexadien-1-ylidene>benzeneselenamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With 1,1,1,3,3,3-hexamethyl-disilazane 1.) chloroform, 30 min, 2.) chloroform, 1 h; Yield given. Multistep reaction;
  • 24
  • [ 1138-52-9 ]
  • [ 17697-12-0 ]
  • N-<3,5-bis(1,1-dimethylethyl)-6-oxo-2,4-cyclohexadien-1-ylidene>benzeneselenamide [ No CAS ]
  • N-<2,4-bis(1,1-dimethylethyl)-6-oxo-2,4-cyclohexadien-1-ylidene>benzeneselenamide [ No CAS ]
  • 25
  • [ 150-30-1 ]
  • [ 17697-12-0 ]
  • [ 104721-01-9 ]
YieldReaction ConditionsOperation in experiment
20% In pyridine at 80℃; for 4h;
  • 26
  • thiocamphor [ No CAS ]
  • [ 17697-12-0 ]
  • [ 787517-91-3 ]
  • Camphorquinone [ No CAS ]
  • [ 76013-16-6 ]
YieldReaction ConditionsOperation in experiment
1: 54% 2: 9% 3: 36% In tetrahydrofuran for 3h; Ambient temperature;
  • 27
  • [ 63017-55-0 ]
  • [ 17697-12-0 ]
  • [ 61759-11-3 ]
YieldReaction ConditionsOperation in experiment
82% In chloroform at 20℃; for 40h;
  • 28
  • [ 63515-76-4 ]
  • [ 17697-12-0 ]
  • [ 78617-29-5 ]
  • [ 78617-28-4 ]
  • [ 78617-30-8 ]
YieldReaction ConditionsOperation in experiment
1: 37% 2: 44% 3: 19% In tetrahydrofuran at 50℃;
  • 29
  • [ 17697-12-0 ]
  • [ 22418-56-0 ]
  • C13H12O4S2Se [ No CAS ]
YieldReaction ConditionsOperation in experiment
55% In tetrahydrofuran at 55℃; for 16.5h;
  • 30
  • [ 17697-12-0 ]
  • [ 24770-04-5 ]
  • [ 65510-50-1 ]
  • [ 82895-24-7 ]
  • [ 82895-25-8 ]
YieldReaction ConditionsOperation in experiment
1: 40.7% 2: 23.7% 3: 13.3% In benzene at 60℃; for 1h;
  • 31
  • [ 17697-12-0 ]
  • [ 289-66-7 ]
  • [ 3744-82-9 ]
  • [ 83600-35-5 ]
  • [ 102569-76-6 ]
YieldReaction ConditionsOperation in experiment
1: 91% 2: 3.5% 3: 34% With 1,2,2a,3-Tetrahydrobenz<cd>indol-5(4H)-one In tetrahydrofuran at 50 - 60℃; for 3h;
  • 32
  • [ 17697-12-0 ]
  • [ 114050-31-6 ]
  • [ 1666-13-3 ]
  • [ 65275-36-7 ]
  • [ 127878-51-7 ]
  • [ 124552-53-0 ]
YieldReaction ConditionsOperation in experiment
1: 10 % Spectr. 2: 56% 3: 39 % Spectr. 4: 41% With benzophenone tosylhydrazone In chloroform at 25℃; for 1h; Further byproducts given;
  • 33
  • [ 17697-12-0 ]
  • (3β)-2,3-Dihydrolysergol [ No CAS ]
  • (+/-)-Lysergol [ No CAS ]
  • [ 101064-82-8 ]
YieldReaction ConditionsOperation in experiment
1: 29% 2: 47% In tetrahydrofuran at 40℃; for 2h;
  • 34
  • [ 17697-12-0 ]
  • [ 66030-46-4 ]
  • [ 76530-31-9 ]
YieldReaction ConditionsOperation in experiment
58% In chloroform at 20℃; for 9h;
  • 35
  • [ 17697-12-0 ]
  • [ 10062-39-2 ]
  • [ 76251-40-6 ]
  • [ 76251-41-7 ]
YieldReaction ConditionsOperation in experiment
1: 58% 2: 36% In benzene for 1.5h; Heating;
  • 36
  • [ 17697-12-0 ]
  • [ 77249-70-8 ]
  • [ 107711-22-8 ]
  • C37H32N2O9Se [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 33% 2: 13% In toluene for 1h; Heating;
  • 37
  • [ 17697-12-0 ]
  • (3β)-2,3-dihydroisofumigaclavine B [ No CAS ]
  • [ 101064-83-9 ]
  • (+/-)-isofumigaclavine B [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 50% 2: 25% In tetrahydrofuran at 40℃; for 2h;
  • 38
  • [ 17697-12-0 ]
  • [ 63017-59-4 ]
  • [ 61759-11-3 ]
YieldReaction ConditionsOperation in experiment
81% In chloroform at 50℃; for 1h;
  • 39
  • [ 17697-12-0 ]
  • [ 142592-53-8 ]
  • [ 142592-55-0 ]
  • [ 142592-54-9 ]
YieldReaction ConditionsOperation in experiment
1: 21% 2: 50% With 1,1,1,3,3,3-hexamethyl-disilazane In benzene for 0.25h; Ambient temperature;
  • 40
  • [ 17697-12-0 ]
  • [ 139594-18-6 ]
  • [ 139594-19-7 ]
  • [ 143813-19-8 ]
  • [ 143813-20-1 ]
  • [ 143813-21-2 ]
YieldReaction ConditionsOperation in experiment
1: 17% 2: 7% 3: 21% 4: 2% With pyridine In toluene at 100℃; for 2h;
  • 41
  • [ 17697-12-0 ]
  • [ 116663-87-7 ]
  • 6-methoxy-4-(phenylseleninoxy)-(4H)-furo<2,3-h>-1-benzopyran [ No CAS ]
YieldReaction ConditionsOperation in experiment
94% In benzene at 65℃; for 3h;
  • 42
  • [ 17697-12-0 ]
  • ((E)-1-Methyl-dec-1-enylselanyl)-benzene [ No CAS ]
  • [ 76530-31-9 ]
YieldReaction ConditionsOperation in experiment
52% In chloroform at 20℃; for 24h;
  • 43
  • [ 17697-12-0 ]
  • 5-Ethyl-1-phenethyl-3,4-dihydro-1H-pyridin-2-one [ No CAS ]
  • 3-Ethyl-1-phenethyl-3-phenylselanyl-piperidine-2,6-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% In benzene at 25 - 50℃; for 17h;
  • 44
  • [ 17697-12-0 ]
  • [ 114980-38-0 ]
  • 1-Benzyl-3-ethyl-3-phenylselanyl-piperidine-2,6-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% In benzene at 25 - 50℃; for 17h;
  • 45
  • [ 17697-12-0 ]
  • [ 157331-98-1 ]
  • 2-(3-Phenylselanyl-1H-indol-2-yl)-propionic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
58% In benzene at 25 - 50℃; for 17h;
  • 46
  • [ 17697-12-0 ]
  • [ 157331-99-2 ]
  • 2-(3-Phenylselanyl-1H-indol-2-yl)-propionic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
64% In benzene at 25 - 50℃; for 17h;
  • 47
  • [ 17697-12-0 ]
  • [ 157331-94-7 ]
  • 2-(3-Phenylselanyl-1H-indol-2-yl)-propionic acid ethyl ester [ No CAS ]
  • C19H19NO3Se [ No CAS ]
  • 2-{3-[2-(5-Ethyl-2-oxo-piperidin-1-yl)-acetyl]-1H-indol-2-yl}-propionic acid ethyl ester [ No CAS ]
  • 2-[3-[2-(5-Ethyl-2-oxo-piperidin-1-yl)-ethyl]-3-hydroxy-1,3-dihydro-indol-(2Z)-ylidene]-propionic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 9.5% 2: 14% 3: 13% 4: 15% In benzene at 25 - 50℃; for 17h;
  • 48
  • [ 17697-12-0 ]
  • [ 1666-13-3 ]
  • [ 78617-33-1 ]
  • [ 524-42-5 ]
YieldReaction ConditionsOperation in experiment
1: 44% 2: 43% 3: 280 mg With β-naphthol In tetrahydrofuran for 4h; Ambient temperature;
  • 49
  • [ 17697-12-0 ]
  • [ 82093-09-2 ]
  • [ 82093-10-5 ]
  • [ 82093-13-8 ]
  • [ 82093-12-7 ]
  • [ 82093-11-6 ]
YieldReaction ConditionsOperation in experiment
1: 30% 2: 9% 3: 18% 4: 9% In dichloromethane for 18h; Further byproducts given;
  • 50
  • [ 17697-12-0 ]
  • [ 20283-95-8 ]
  • [ 74214-10-1 ]
  • [ 74214-13-4 ]
  • [ 74214-11-2 ]
  • [ 74214-12-3 ]
YieldReaction ConditionsOperation in experiment
1: 28% 2: 12% 3: 16% 4: 40% In dichloromethane for 18h; Further byproducts given;
  • 51
  • [ 17697-12-0 ]
  • [ 64-04-0 ]
  • [ 1666-13-3 ]
  • [ 82737-13-1 ]
YieldReaction ConditionsOperation in experiment
1: 130 mg 2: 14% In pyridine at 80℃; for 4h;
  • 52
  • [ 4545-20-4 ]
  • [ 17697-12-0 ]
  • [ 109-92-2 ]
  • [ 119-61-9 ]
  • [ 6739-66-8 ]
  • [ 71338-48-2 ]
  • [ 134480-01-6 ]
YieldReaction ConditionsOperation in experiment
1: 18% 2: 80 % Chromat. 3: 18% 4: 21% In chloroform at 25℃; for 1h; Further byproducts given;
  • 53
  • [ 17697-12-0 ]
  • [ 109-92-2 ]
  • [ 119-61-9 ]
  • [ 6739-66-8 ]
  • [ 71338-48-2 ]
  • [ 134480-01-6 ]
YieldReaction ConditionsOperation in experiment
1: 21% 2: 80 % Chromat. 3: 18% 4: 42 % Chromat. With benzophenone tosylhydrazone In chloroform at 25℃; for 1h; Further byproducts given;
  • 54
  • [ 17697-12-0 ]
  • [ 109-92-2 ]
  • [ 71338-48-2 ]
YieldReaction ConditionsOperation in experiment
30% In chloroform
  • 55
  • [ 17697-12-0 ]
  • [ 3929-83-7 ]
  • [ 113290-48-5 ]
  • [ 80334-72-1 ]
YieldReaction ConditionsOperation in experiment
1: 28% 2: 30% In chlorobenzene for 0.5h; Heating;
  • 56
  • [ 17697-12-0 ]
  • [ 100-16-3 ]
  • [ 1132-39-4 ]
  • [ 6343-83-5 ]
  • [ 98-95-3 ]
YieldReaction ConditionsOperation in experiment
1: 27% 2: 32% 3: 63% In tetrahydrofuran at 0℃; for 0.333333h;
  • 57
  • [ 17697-12-0 ]
  • [ 100-16-3 ]
  • [ 6343-83-5 ]
  • [ 98-95-3 ]
YieldReaction ConditionsOperation in experiment
1: 20% 2: 60% In dichloromethane for 0.0833333h;
  • 58
  • [ 1138-52-9 ]
  • [ 17697-12-0 ]
  • [ 999-97-3 ]
  • C9H14O2SeSi [ No CAS ]
  • N-<3,5-bis(1,1-dimethylethyl)-6-oxo-2,4-cyclohexadien-1-ylidene>benzeneselenamide [ No CAS ]
  • N-<2,4-bis(1,1-dimethylethyl)-6-oxo-2,4-cyclohexadien-1-ylidene>benzeneselenamide [ No CAS ]
  • (1Z,2Z,4Z,6Z)-1,3,5,7-Tetraphenyl-1λ4,3λ4,5λ4,7λ4-[1,3,5,7,2,4,6,8]tetraselenatetrazocine [ No CAS ]
  • 59
  • [ 4545-20-4 ]
  • [ 17697-12-0 ]
  • [ 882-33-7 ]
  • [ 119-61-9 ]
  • [ 1666-13-3 ]
  • [ 3541-14-8 ]
  • [ 28622-58-4 ]
  • [ 68819-94-3 ]
  • 60
  • [ 17697-12-0 ]
  • [ 882-33-7 ]
  • [ 119-61-9 ]
  • [ 3541-14-8 ]
  • [ 28622-58-4 ]
  • [ 68819-94-3 ]
  • 61
  • [ 17697-12-0 ]
  • [ 135-19-3 ]
  • [ 1666-13-3 ]
  • [ 78617-33-1 ]
  • [ 524-42-5 ]
YieldReaction ConditionsOperation in experiment
1: 280 mg 2: 43% 3: 44 mg In tetrahydrofuran for 4h; Ambient temperature;
  • 62
  • [ 13269-52-8 ]
  • [ 17697-12-0 ]
  • [ 407-25-0 ]
  • Trifluoro-acetic acid 1-ethyl-2-phenylselanyl-3-(2,2,2-trifluoro-acetoxy)-butyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
In dichloromethane for 24h; Ambient temperature;
  • 63
  • [ 628-92-2 ]
  • [ 17697-12-0 ]
  • [ 407-25-0 ]
  • Trifluoro-acetic acid (1R,2R)-2-phenylselanyl-3-(2,2,2-trifluoro-acetoxy)-cycloheptyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
In dichloromethane for 24h; Ambient temperature;
  • 64
  • [ 1486-75-5 ]
  • [ 17697-12-0 ]
  • [ 407-25-0 ]
  • Trifluoro-acetic acid (1S,3S)-2-phenylselanyl-3-(2,2,2-trifluoro-acetoxy)-cyclododecyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
In dichloromethane for 24h; Ambient temperature;
  • 65
  • [ 17697-12-0 ]
  • [ 108-68-9 ]
  • N-(2,4-dimethyl-6-oxo-2,4-cyclohexadien-1-ylidene)benzeneselenamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With 1,1,1,3,3,3-hexamethyl-disilazane 1.) chloroform, RT, 30 min, 2.) chloroform, RT, 1 h; Yield given. Multistep reaction;
  • 66
  • [ 17697-12-0 ]
  • [ 6872-06-6 ]
  • [ 85677-01-6 ]
YieldReaction ConditionsOperation in experiment
100% In tetrahydrofuran for 1h;
96% In tetrahydrofuran at 0℃; for 2h;
  • 67
  • [ 17697-12-0 ]
  • [ 110-83-8 ]
  • [ 73501-53-8 ]
  • Toluene-4-sulfonic acid (1R,2R)-2-phenylselanyl-cyclohexyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 72% 2: 9% With benzophenone tosylhydrazone In chloroform at 25℃; for 1h;
  • 68
  • [ 17697-12-0 ]
  • [ 20283-99-2 ]
  • [ 35480-04-7 ]
  • [ 76251-42-8 ]
YieldReaction ConditionsOperation in experiment
1: 65% 2: 24% In benzene for 2h; Heating;
  • 69
  • [ 1125-80-0 ]
  • [ 17697-12-0 ]
  • [ 6996-92-5 ]
  • [ 1666-13-3 ]
  • 3-methyl-4-phenylselenoisoquinoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 40% 2: 52% In chlorobenzene at 120℃; for 48h;
  • 70
  • [ 1125-80-0 ]
  • [ 17697-12-0 ]
  • [ 1666-13-3 ]
  • 3-methyl-4-phenylselenoisoquinoline [ No CAS ]
  • 3,4-diphenylselenoisoquinoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
5% In chlorobenzene at 120℃; for 96h; Yields of byproduct given;
  • 71
  • [ 5673-07-4 ]
  • [ 17697-12-0 ]
  • [ 6996-92-5 ]
  • [ 83933-31-7 ]
  • 2,4-dimethoxy-3-methyl-1,5-diphenylselenobenzene [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 38% 2: 5% 3: 85% In chlorobenzene at 110℃; for 17h;
  • 72
  • [ 53-16-7 ]
  • [ 17697-12-0 ]
  • 4-phenylselenoiminoestra-1,5(10)-diene-3,17-dione [ No CAS ]
  • 2-phenylselenoiminoestra-1(10),4-diene-3,17-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 12% 2: 64% With 1,1,1,3,3,3-hexamethyl-disilazane In tetrahydrofuran for 1.5h; Ambient temperature;
  • 73
  • [ 17697-12-0 ]
  • [ 566-88-1 ]
  • [ 75996-23-5 ]
YieldReaction ConditionsOperation in experiment
51% With toluene-4-sulfonic acid In acetic acid for 24h; Ambient temperature;
  • 74
  • [ 17697-12-0 ]
  • [ 4717-38-8 ]
  • 17β-ethynyl-17α-hydroxy-4-phenylselenoiminoestra-1,5(10)-dien-3-one [ No CAS ]
  • 2-phenylselenoiminoestra-1(10),4-dien-3-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 14% 2: 58% With 1,1,1,3,3,3-hexamethyl-disilazane In tetrahydrofuran for 1.5h; Ambient temperature;
  • 75
  • [ 17697-12-0 ]
  • [ 182236-67-5 ]
  • [ 182236-70-0 ]
  • C26H40O4Si [ No CAS ]
  • C32H44O5SeSi [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% With potassium <i>tert</i>-butylate; triethyl phosphite In tetrahydrofuran at 0℃;
  • 76
  • [ 17697-12-0 ]
  • 5-((E)-But-1-enyl)-6-nitro-benzo[1,3]dioxole [ No CAS ]
  • [ 351325-44-5 ]
  • 1-(6-nitro-benzo[1,3]dioxol-5-yl)-2-phenylselanyl-butan-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 29% 2: 22% In chlorobenzene at 120℃; for 10h;
  • 77
  • [ 17697-12-0 ]
  • 5-Nitro-6-((E)-pent-1-enyl)-benzo[1,3]dioxole [ No CAS ]
  • 1-(6-nitro-benzo[1,3]dioxol-5-yl)-pentane-1,2-dione [ No CAS ]
  • 1-(6-nitro-benzo[1,3]dioxol-5-yl)-2-phenylselanyl-pentan-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 40% 2: 19% In chlorobenzene at 120℃; for 17h;
  • 78
  • [ 17697-12-0 ]
  • 5-((E)-Hex-1-enyl)-6-nitro-benzo[1,3]dioxole [ No CAS ]
  • 1-(6-nitro-benzo[1,3]dioxol-5-yl)-hexane-1,2-dione [ No CAS ]
  • 1-(6-nitro-benzo[1,3]dioxol-5-yl)-2-phenylselanyl-hexan-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 27% 2: 7% In chlorobenzene at 120℃; for 16h;
  • 79
  • [ 17697-12-0 ]
  • 5-((E)-Hept-1-enyl)-6-nitro-benzo[1,3]dioxole [ No CAS ]
  • 1-(6-nitro-benzo[1,3]dioxol-5-yl)-heptane-1,2-dione [ No CAS ]
  • 1-(6-nitro-benzo[1,3]dioxol-5-yl)-2-phenylselanyl-heptan-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 20% 2: 10% In chlorobenzene at 120℃; for 18h;
  • 80
  • (-)-N'-((3'aS,4'R,6'aR)-4'-((3S,4S,E)-3-(tert-butyldimethylsilyloxy)-4-methyloct-1-en-6-ynyl)-5,5-dimethyldihydro-1'H-spiro[[1,3]dioxane-2,2'-pentalene]-5'(3'H,6'H,6a'H)-ylidene)-4-methylbenzenesulfonylhydrazide [ No CAS ]
  • [ 17697-12-0 ]
  • [ 873949-45-2 ]
  • (-)-(3'aS,4'R,6'aR)-4'-((3S,4S,E)-3-(tert-butyldimethylsilyloxy)-4-methyloct-1-en-6-ynyl)-5,5-dimethyl-4'-(phenylselanyl)tetrahydro-1'H-spiro[[1,3]-dioxane-2,2'-pentalen]-5'(3'H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 32% 2: 30% In tetrahydrofuran at 20℃; for 0.5h;
  • 81
  • [ 17697-12-0 ]
  • (1R,2R)-2-Phenylselanyl-cyclohexane-1,3-diol [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: CH2Cl2 / 48 h / Ambient temperature 2: OH(1-)
  • 82
  • [ 17697-12-0 ]
  • [ 1666-13-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 44 mg / tetrahydrofuran / 4 h / Ambient temperature 2: benzeneseleninic anhydride / tetrahydrofuran / 0.5 h / 50 °C
  • 83
  • [ 17697-12-0 ]
  • [ 85677-00-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 130 mg / pyridine / 4 h / 80 °C 2: BuLi / tetrahydrofuran
Multi-step reaction with 2 steps 1: 76 percent / tetrahydrofuran; CH2Cl2 2: 100 percent / Na2S2O4
  • 84
  • [ 17697-12-0 ]
  • [ 104720-95-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 130 mg / pyridine / 4 h / 80 °C 2: BuLi / tetrahydrofuran 3: 67 percent / 33percent H2O2 / tetrahydrofuran / 18 h / 20 °C
  • 85
  • [ 17697-12-0 ]
  • [ 104720-97-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 76 percent / tetrahydrofuran; CH2Cl2 / 18 h / 20 °C 2: 47 percent / CH2Cl2 / 25 h / Ambient temperature
Multi-step reaction with 4 steps 1: 130 mg / pyridine / 4 h / 80 °C 2: BuLi / tetrahydrofuran 3: 67 percent / 33percent H2O2 / tetrahydrofuran / 18 h / 20 °C 4: 47 percent / CH2Cl2 / 25 h / Ambient temperature
  • 86
  • [ 17697-12-0 ]
  • [ 115346-09-3 ]
  • 1α,7β-Diacetoxy-8,13-epoxylabd-14-en-6,11-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
93.6 mg (47%) In toluene 5 1α,7β-Diacetoxy-8,13-epoxylabd-14-en-6,11-dione EXAMPLE 5 1α,7β-Diacetoxy-8,13-epoxylabd-14-en-6,11-dione To a solution of 200 mg of 1α,7β-diacetoxy-8,13-epoxy-6β-hydroxylabd-14-en-11-one in 25 ml of dry toluene was added first 200 mg of benzene seleninic anhydride then 30 mg (97%) sodium hydride. The mixture was stirred and heated to reflux under a Dririte drying tube. After 18 hr, the mixture was cooled and filtered. The filtrate was concentrated, taken up in 9:1 hexane/ethyl acetate, and chromatographed on silica. Evaporation of the appropriate fractions afforded 93.6 mg (47%) of product, mp 163°-164°.
  • 87
  • α-amyrone [ No CAS ]
  • [ 17697-12-0 ]
  • [ 1666-13-3 ]
YieldReaction ConditionsOperation in experiment
75% With benzenesulfonamide In chlorobenzene 7 Reaction of α-Amyrone with Benzeneseleninic Anhydride EXAMPLE 7 Reaction of α-Amyrone with Benzeneseleninic Anhydride α-Amyrone (100 mg) was dissolved in chlorobenzene (0.7 ml) BSA (85 mg, 1 mole equiv.) added and the stirred mixture heated to 95°-100° C. under purified nitrogen. The reaction was followed by I.R. spectroscopy and completion of the reaction was observed after 25 minutes. The mixture was subjected to plc to yield diphenyldiselenide (54.9 mg., 75%), a faint red band later shown to be the nor compound and α-amyr-1-enone (74.0 mg., 74%) as a white crystalline solid m.p. 156°-158° C., νmax. 1665 cm-1, λmax. 229 nm. (ε 8800) M+ 422, [α]D22 136.4°. (c 1.00).
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