5782-19-4

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 20896-17-7 2-benzo[b]thiophen-3-yl-propan-2-ol 
• 100-66-3 methoxybenzene 
• 2132-62-9 4,4'-dimethoxydiphenylacetylene 
• 98-80-6 phenylboronic acid 
• 19614-16-5 2-bromo-1-(methylsulfanyl)benzene 
• 87538-50-9 2,3-Bis-(4-methoxy-phenyl)-2,3-dihydro-benzo[b]thiophene-2,3-diol 
• 87538-62-3 2,2-Bis-(4-methoxy-phenyl)-benzo[b]thiophen-3-one 
• 87538-53-2 3,3-Bis-(4-methoxy-phenyl)-3H-benzo[b]thiophen-2-one 
• 493-57-2 benzo-[b]thiophene-2,3-dione 

Relevant academic research and scientific papers

Palladium-catalyzed selective 2,3-diarylation of α,α- disubstituted 3-thiophenemethanols via cleavage of C-H and C-C bonds

α,α-Disubstituted 3-thiophenemethanols undergo selective diarylation accompanied by cleavage of the C-H and C-C bonds of the 2- and 3-positions, respectively, upon treatment with aryl bromides in the presence of a palladium catalyst to give the correspond

Synthesis of Benzo[b]thiophenes through Rhodium-Catalyzed Three-Component Reaction using Elemental Sulfur

A benzo[b]thiophene synthesis by Rh-catalyzed three-component coupling reaction of arylboronic acids, alkynes, and elemental sulfur (S8) is developed. A notable feature of this protocol is that the thienannulation (thiophene annulation) proceeds with high regioselectivity via the sequential alkyne insertion, C?H activation, and then sulfur atom transfer to the metallacycle intermediate. In a similar manner, dibenzothiophenes can be synthesized from the parent biarylboronic acids and S8. (Figure presented.).

Palladium-Catalyzed Synthesis of 2,3-Disubstituted Benzothiophenes via the Annulation of Aryl Sulfides with Alkynes

A new method has been developed for the synthesis of 2,3-disubstituted benzothiophenes involving the palladium-catalyzed annulation of aryl sulfides with alkynes. This convergent approach exhibited good functional group tolerance, providing rapid access to a diverse array of derivatives from simple, readily available starting materials. This protocol can also be used to synthesize 2-silyl-substituted benzothiophenes, which can be used as versatile platforms for the synthesis of 2,3-unsymmetrically substituted benzothiophenes.

A drastic effect of halide anions on the nucleophilic substitution of 1-phenylbenzo[b]thiophenium salts

Nucleophilic substitution of 1,2,3-triarylbenzo[b]thiophenium salts with halide anions (Cl- and Br-) has been found to yield 2,3-diarylbenzo[b]thiophenes, halobenzenes and 1,2-diaryl-1-halo-2-[2- (phenylsulfanyl)phenyl]ethenes and especially the reaction with iodide anion gives only 2,3-diarylbenzo[b]thiophenes and iodobenzene, indicating that halide anions behave quite differently from the reaction with alkoxide anions reported previously.

SYNTHESIS AND REARRANGEMENT OF DIARYL-HYDROXY-BENZOTHIOPHENS. A NEW SYNTHESIS OF 2,3-DIARYL-BENZOTHIOPHENS

The synthesis of some 2-hydroxy-2(H)-3,3-diaryl- and 3-hydroxy-3(H)-2,2-diaryl-benzothiophens (4) and (7) respectively is described; by acidic treatment these compounds readily rearrange to 2,3-diaryl-benzothiophens (5) in almost quantitative yields