Condensed heteroaromatic ring systems. XVIII. Palladium-catalyzed cross-coupling reaction of aryl bromides with (Z)-1-ethoxy-2-tributylstannylethene and its utilization for construction of condensed heteroaromatics

Takao Sakamoto, Yoshinori Kondo, Akito Yasuhara, Hiroshi Yamanaka

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44 Citations (Scopus)

Abstract

The palladium-catalyzed cross-coupling reaction of bromobenzenes or bromoheteroarenes such as pyridine, thiophene, indole with (Z)-1-ethoxy-2-tributylstannylethene gives good yields of the corresponding (Z)-1-ethoxy-2-(aryl and heteroaryl)ethenes. This method is effective for introducing an ethoxyethenyl group into an aromatic and heteroaromatic ring and is proved to have versatile utility for the construction of benzo[b]furan, indole, isocoumarin rings from 2-bromophenol, 2-bromoaniline, and 2-bromobenzoate derivatives.

Original languageEnglish
Pages (from-to)1877-1886
Number of pages10
JournalTetrahedron
Volume47
Issue number10-11
DOIs
Publication statusPublished - 1991 Mar 11

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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