Ortho-vinylation reaction of phenols with ethyne

Masahiko Yamaguchi, Mieko Arisawa, Kenji Omata, Kuninobu Kabuto, Masahiro Hirama, Tadafumi Uchimaru

Research output: Contribution to journalArticlepeer-review

31 Citations (Scopus)

Abstract

Phenols were vinylated at the ortho-position with ethyne in the presence of SnCl4-Bu3N reagent. The reaction was applicable to phenols possessing either electron-donating or electron-withdrawing groups. 2,6-Divinylphenols were synthesized under modified conditions. A reaction mechanism involving carbostannylation of alkynyltin and phenoxytin was discussed.

Original languageEnglish
Pages (from-to)7298-7305
Number of pages8
JournalJournal of Organic Chemistry
Volume63
Issue number21
DOIs
Publication statusPublished - 1998 Oct 16

ASJC Scopus subject areas

  • Organic Chemistry

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