A direct synthesis of 2,2-disubstituted 3-silylchromenes by [4+2] cycloaddition of in situ generated o-quinonemethides with electron-rich alkynes

Kenta Tanaka, Yujiro Hoshino, Kiyoshi Honda

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

Abstract

A direct synthesis of 2,2-disubstituted 3-silylchromenes by [4+2] cycloaddition of in situ generated o-quinonemethides with electron-rich alkynes has been developed. The procedure is applicable for easily available starting materials like various substituted alkynylsilanes and salicylaldehydes. The present reaction provides versatile access to functionalized 2H-chromenes that would be a useful tool for the synthesis of biologically and photochemically active molecules.

Original languageEnglish
Pages (from-to)474-486
Number of pages13
JournalHeterocycles
Volume95
Issue number1
DOIs
Publication statusPublished - 2017
Externally publishedYes

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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