期刊
TETRAHEDRON
卷 59, 期 26, 页码 4767-4774出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(03)00710-5
关键词
benzo[b]thiophene; directed metalation; thioindoxyl; naphthothiophene; intramolecular cyclisation
A short, simple and inexpensive synthesis of several diversely substituted benzo[b]thiophenes and one naphthothiophene is described. The method involves introduction of methylsulfanyl group ortho- to the amide function of readily available N,N-diethylamides of aryl carboxylic acid by directed metalation. Thioindoxyls, obtained in high yields through side-chain deprotonation and cyclisation in one pot, are reduced to benzo[b]thiophene or napthothiophene. (C) 2003 Elsevier Science Ltd. All rights reserved.
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