Synthesis of 2,3-Disubstituted Benzo[b]thiophenes via Palladium-Catalyzed Coupling and Electrophilic Cyclization of Terminal Acetylenes was written by Yue, Dawei;Larock, Richard C.. And the article was included in Journal of Organic Chemistry in 2002.Name: 2,3-Dibromobenzo[b]thiophene This article mentions the following:
2,3-Disubstituted benzo[b]thiophenes, e.g., I, have been prepared in excellent yields via coupling of terminal acetylenes with com. available o-iodothioanisole in the presence of a palladium catalyst and subsequent electrophilic cyclization of the resulting o-(1-alkynyl)thioanisole derivatives I2, Br2, NBS, p-O2NC6H4SCl, and PhSeCl have been utilized as electrophiles. Aryl-, vinyl-, and alkyl-substituted terminal acetylenes undergo this coupling and cyclization to produce excellent yields of benzo[b]thiophenes. (Trimethylsilyl)acetylene also undergoes this coupling/cyclization process with I2, NBS, and the sulfur and selenium electrophiles to afford the corresponding 2-(trimethylsilyl)benzo[b]thiophenes. However, cyclization of the silyl-containing thioanisole using Br2 affords 2,3-dibromobenzo[b]thiophene. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Name: 2,3-Dibromobenzo[b]thiophene).
2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Functionalized benzothiophenes are important constructs found in molecules with wide ranging biological activity and in organic materials. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, sertaconazole, and also BTCP.Name: 2,3-Dibromobenzo[b]thiophene
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem