Direct vinylation reaction of phenols

Masahiko Yamaguchi

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Treatment of silyl enol ethers with 1-alkynes in the presence of SnCl4-Bu3N gave conjugated enones with (E)-configuration. This new C-C bond formation reaction between an enolate derivative and an unactivated acetylene involves a carbostannylation at the carbon-carbon triple bond. When phenols were subjected to the reaction in place of silyl enol ethers, ortho-alkenylation proceeded. Notably, ortho-vinylphenol was obtained by treating phenol with ethyne. The transformation described here convertes aromatic C-H bonds directly to C-CH=CH2 bonds.

Original languageEnglish
Pages (from-to)1091-1096
Number of pages6
JournalPure and Applied Chemistry
Volume70
Issue number5
Publication statusPublished - 1998 May 1

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)

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    Yamaguchi, M. (1998). Direct vinylation reaction of phenols. Pure and Applied Chemistry, 70(5), 1091-1096.