One-pot Synthesis of Benzo[b]thiophenes and Benzo[b]selenophenes from o-Halo-Substituted Ethynylbenzenes: Convenient Approach to Mono-, Bis-, and Tris-Chalcogenophene-Annulated Be

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• 作者：Tomoya Kashiki ; Shoji Shinamura ; Masahiro Kohara ; Eigo Miyazaki ; Kazuo Takimiya ; Masaaki Ikeda ; Hirokazu Kuwabara
• 刊名：Organic Letters
• 出版年：2009
• 出版时间：June 4, 2009
• 年：2009
• 卷：11
• 期：11
• 页码：2473-2475
• 全文大小：90K
• 年卷期：v.11,no.11(June 4, 2009)
• ISSN：1523-7052

文摘

A convenient one-pot procedure for the synthesis of benzo[b]thiophenes and selenophenes from readily available o-halo-ethynylbenzene precursors is described. Regardless of the substituent on the acetylene terminus or the number of cyclization moieties on the precursors, various benzo[b]thiophenes and selenophenes, including not only the parent, alkyl-, and phenyl-substituted derivatives but also benzo[1,2-b:4,5-b′]dithiophenes and diselenophenes and benzo[1,2-b:3,4-b′:5,6-b′′]trithiophenes and triselenophenes can be prepared in good to high yields.