Ortho-vinylation reaction of phenols

Masahiko Yamaguchi, Akio Hayashi, Masahiro Hirama

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)

Abstract

In the presence of SnCl4-Bu3N reagent, silyl enol ethers and ketones were α-alkylidenated or α-alkenylated with 1-alkynes. Phenols were ortho-alkenylated using this system. Direct ortho-vinylation of phenols was achieved by treating with ethyne (acetylene gas) at ambient pressure. These syntheses involve carbostannylation reaction where α-stannyl ketones or phenoxytins add to alkynyltrichlorotins giving 1,1-bis(stannyl)alkenes.

Original languageEnglish
Pages (from-to)267-279
Number of pages13
JournalYuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
Volume54
Issue number4
DOIs
Publication statusPublished - 1996

ASJC Scopus subject areas

  • Organic Chemistry

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