Chemistry Heterocyclic Building Blocks Thiophenes 2,5-diphenylthiophene

2,5-diphenylthiophene

Ambeed provide 5 derivatives of 2,5-diphenylthiophene.

These compounds have the same murcko framework: 2,5-diphenylthiophene.

Electrophilic Aromatic Substitution (EAS): The phenyl rings in 2,5-diphenylthiophene can undergo reactions typical of aromatic compounds. For example, they can react with electrophiles (electron-deficient species) in EAS reactions. Common electrophiles include halogens (e.g., Br2, Cl2), nitro groups (NO2), and acyl groups (COCH3).
Nucleophilic Aromatic Substitution (SNAr): The thiophene ring can undergo SNAr reactions where a nucleophile substitutes a leaving group. However, SNAr reactions are typically slower in thiophenes compared to benzene due to the lower electron density on the sulfur atom.
Grignard or Organolithium Reactions: 2,5-diphenylthiophene can react with Grignard reagents or organolithium compounds to form new C-C bonds.
Cross-Coupling Reactions: Palladium-catalyzed cross-coupling reactions can be performed with 2,5-diphenylthiophene, allowing it to be coupled with other aryl or vinyl halides to form more complex molecules.
Halogenation of the Thiophene Ring: The sulfur atom in the thiophene ring can be halogenated under appropriate conditions, similar to how halogenation occurs in benzene rings.
Bromination of Phenyl Rings: The phenyl rings can be brominated using bromine or a brominating agent, adding bromine atoms to the aromatic rings.
Suzuki Coupling: This is a type of cross-coupling reaction that involves the reaction of an aryl or vinyl boron compound with an aryl or vinyl halide in the presence of a palladium catalyst. This can be used to form biaryl compounds.

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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 thiophen-amine-hydrochloride thiophene-2-carbaldehyde thiophene-2-carbonitrile thiophene-3-carbaldehyde thiophene-3-carbonitrile thiophene-3-carboxamide thiophene-3-carboxylic acid

By Key Group+−

2-thienyl acetylthiophene aminothiophene bithiophene bromothieno bromothiophene chlorothieno chlorothiophene cyanothiophene dibromothieno dibromothiophene dichlorothieno dichlorothiophene dihydrothieno dihydrothiophene dihydroxythiophene dimethylthieno dimethylthiophene dithiophene fluorothiophene formylthiophene hydroxythiophene iodothieno iodothiophene methoxythiophene methylthieno methylthiophene nitrothiophene oxotetrahydrothiophene terthiophene tetrahydrothieno thieno-pyrrole thienoimidazol thienopyridine thienopyrimidine thienothiophene thienyl-benzene-boronic acid/ester thiophen-ethanamine thiophene-boronic acid thiophene-hydrochloride thiophenecarbonitrile thiophenecarboxaldehyde thiophenecarboxylic thiopheno-nitrile trifluoromethyl-benzothiophene trifluoromethyl-thiophene trithiophene

cLogP+−

H-Acceptors+−

H-Donors+−

Polar Surface Area+−

Druglikeness+−

NNCH/NNH+−

sp3-Atoms+−

Non-Aromatic Rings+−

Aromatic Rings+−

Rotatable Bonds+−

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