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 benzenes

Tomoya Kashiki, Shoji Shinamura, Masahiro Kohara, Eigo Miyazaki, Kazuo Takimiya, Masaaki Ikeda, Hirokazu Kuwabara

Research output: Contribution to journalArticlepeer-review

164 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)2473-2475
Number of pages3
JournalOrganic letters
Volume11
Issue number11
DOIs
Publication statusPublished - 2009 Jun 4
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

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