Chemistry Heterocyclic Building Blocks Thiophenes Thieno[3,4-B]Thiophene

Thieno[3,4-B]Thiophene

Electrophilic Aromatic Substitution: Thieno[3,4-b]thiophene is an aromatic compound due to its conjugated pi-electron system. It can undergo electrophilic aromatic substitution reactions, such as nitration, sulfonation, halogenation, and Friedel-Crafts reactions. Oxidation: Thieno[3,4-b]thiophene can be oxidized using various oxidizing agents to produce thiophene-3,4-dione or other oxidized derivatives. Reduction: Reduction reactions can convert thieno[3,4-b]thiophene to its saturated counterpart, dihydrothieno[3,4-b]thiophene, using reducing agents like hydrogen gas or metal catalysts. Grignard Reactions: Thieno[3,4-b]thiophene can react with Grignard reagents to form various functionalized derivatives. Cross-coupling Reactions: Thieno[3,4-b]thiophene can participate in cross-coupling reactions, such as Suzuki, Stille, or Heck reactions, to introduce different substituents onto the ring. Heterocycle Formation: Thieno[3,4-b]thiophene can be used as a starting material for the synthesis of other heterocyclic compounds by reacting it with suitable reagents. Polymerization: Thieno[3,4-b]thiophene derivatives are often used in the synthesis of conducting polymers, such as polythiophenes, through polymerization reactions. Halogenation: Halogenation reactions can be used to introduce halogen atoms (e.g., chlorine or bromine) onto the thieno[3,4-b]thiophene ring.

Further Reading:

Framework+−

(9H-Fluoren-9-Yl)Methyl (2-(Thiophen-2-Yl)Ethyl)Carbamate 1-(Thiophen-2-Yl)Ethan-1-One 2,2'-Bithiophene 2,2':5',2''-Terthiophene 2,3-Dihydrothieno[3,4-B][1,4]Dioxine 2,5-Dibromothiophene 2,5-Diphenylthiophene 2-(Thiophen-2-Yl)Pyridine 2-(Trifluoromethyl)Thiophene 2-Chlorothiophene 2-Ethynylthiophene 2-Iodothiophene 2-Methoxythiophene 2-Nitrothiophene 3-Bromothiophene 3-Chlorothiophene 3-Fluorothiophene 3-Methoxythiophene 3-Methylthiophene 3-Nitrothiophene 3-Phenylthiophene 4,4,5,5-Tetramethyl-2-(Thiophen-2-Yl)-1,3,2-Dioxaborolane 4,4,5,5-Tetramethyl-2-(Thiophen-3-Yl)-1,3,2-Dioxaborolane 4,5,6,7-Tetrahydrothieno[2,3-C]Pyridine 4,5,6,7-Tetrahydrothieno[3,2-C]Pyridine 4,7-Di(Thiophen-2-Yl)Benzo[C][1,2,5]Thiadiazole 4,8-Di(Thiophen-2-Yl)Benzo[1,2-B:4,5-B']Dithiophene 4-Phenyl-6H-Thieno[3,2-F][1,2,4]Triazolo[4,3-A][1,4]Diazepine 4H-Cyclopenta[2,1-B:3,4-B']Dithiophene 4H-Thieno[3,2-B]Pyrrole 4H-Thieno[3,4-C]Pyrrole-4,6(5H)-Dione 5,6-Dihydro-4H-Cyclopenta[B]Thiophene 5-(Thiophen-2-Yl)Isoxazole 5-Benzyl-4,5,6,7-Tetrahydrothieno[3,2-C]Pyridine 5-Phenylthiophen-2-Amine Benzo[1,2-B:4,5-B']Dithiophene Dibenzo[B,D]Thiophene Dihydrothiophen-3(2H)-One Dithieno[3,2-B:2',3'-D]Thiophene Ethyl Thiophene-2-Carboxylate Ethyl Thiophene-3-Carboxylate Methyl Thiophene-3-Carboxylate N,N-Diphenyl-4-(Thiophen-2-Yl)Aniline Phenyl(Thiophen-2-Yl)Methanone Thieno[2,3-B]Pyridine Thieno[2,3-C]Pyridine Thieno[2,3-D]Pyrimidine Thieno[3,2-B]Pyridine Thieno[3,2-B]Thiophene Thieno[3,2-C]Pyridine Thieno[3,2-D]Pyrimidine Thieno[3,4-B]Thiophene Thiophen-2-Ylboronic Acid Thiophen-2-Ylmethanol Thiophen-3-Amine Thiophen-3-Ol Thiophene-2-Carbaldehyde Thiophene-2-Carbonitrile Thiophene-3-Carbaldehyde Thiophene-3-Carbonitrile Thiophene-3-Carboxamide Thiophene-3-Carboxylic Acid

By Key Group+−

Acetylthiophene Aminothiophene Bromothieno Chlorothieno Chlorothiophene Cyanothiophene Dibromothieno Dibromothiophene Dichlorothieno Dichlorothiophene Dihydrothieno Dihydrothiophene Dihydroxythiophene Dimethylthieno Dimethylthiophene Dithiophene Fluorothiophene Formylthiophene Hydroxythiophene Iodothieno Iodothiophene Methylthieno Nitrothiophene Oxotetrahydrothiophene Terthiophene Tetrahydrothieno Thiophen-Amine-Hydrochloride Thiophenecarboxaldehyde Thiphen-Amine-Hydrochloride Trithiophene

By Route Intermediates+−

cLogP+−

H-Acceptors+−

H-Donors+−

Polar Surface Area+−

Druglikeness+−

NNCH/NNH+−

sp3-Atoms+−

Non-Aromatic Rings+−

Aromatic Rings+−

Rotatable Bonds+−

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2-Ethylhexyl 4,6-dibromo-3-fluorothieno[3,4-b]thiophene-2-carboxylate

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2-Ethylhexyl 4,6-dibromo-3-fluorothieno[3,4-b]thiophene-2-carboxylate

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Dodecyl 4,6-dibromothieno[3,4-b]thiophene-2-carboxylate

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4,6-Dibromothieno[3,4-b]thiophene-2-carboxylic acid

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A2122871024594-86-297%

4,6-Dibromothieno[3,4-b]thiophene-2-carboxylic acid

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Methyl thieno[3,4-b]thiophene-2-carboxylate

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Methyl thieno[3,4-b]thiophene-2-carboxylate

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Octyl 4,6-dibromothieno[3,4-b]thiophene-2-carboxylate

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A1621461160823-85-795% (stabilized with Cu+HQ+MgO)

Octyl 4,6-dibromothieno[3,4-b]thiophene-2-carboxylate

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