Silica gel-assisted synthesis of benzo[b]thiophenes from o-(alkylsulfanyl)(ethynyl)benzenes

A variety of 2-substituted benzo[b]thiophenes were prepared from o-(alkylsulfanyl)(ethynyl)benzenes in the presence of silica gel under thermal conditions. Tertiary alkyl-substituted sulfanyl derivatives gave good results. Methylsulfanyl-substituted precursors also afforded benzo[b]thiophenes at hig...

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Bibliographic Details
Main Authors: Kozo Toyota, Hiroki Tanaka, Taisei Hanagasaki
Format: Article
Language:English
Published: Elsevier 2022-01-01
Series:Results in Chemistry
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2211715622002065
Description
Summary:A variety of 2-substituted benzo[b]thiophenes were prepared from o-(alkylsulfanyl)(ethynyl)benzenes in the presence of silica gel under thermal conditions. Tertiary alkyl-substituted sulfanyl derivatives gave good results. Methylsulfanyl-substituted precursors also afforded benzo[b]thiophenes at higher temperature. Effect of modified silica gel was evaluated and the mechanism of this method was discussed. This method was also applied to preparation of 2-substituted thieno[3,2-b]thiophenes, which gave moderate yields.
ISSN:2211-7156