Metal-free Mizoroki-Heck type reaction: a radical oxidative coupling reaction of 2-chloro-dithiane with substituted olefins

Chem Commun (Camb). 2014 Nov 21;50(90):14017-20. doi: 10.1039/c4cc06397j. Epub 2014 Sep 30.

Abstract

An efficient metal-free Mizoroki-Heck type reaction of di- and tri-substituted alkenes with 2-chloro-dithiane has been developed under ambient pressure of air or using a relatively low loading of BF3·Et2O. This study represents a new environmentally friendly method for the syntheses of dithianyl-substituted alkene derivatives via a radical oxidative coupling process.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemical synthesis
  • Alkenes / chemistry*
  • Free Radicals / chemical synthesis
  • Free Radicals / chemistry
  • Heterocyclic Compounds, 1-Ring / chemistry*
  • Molecular Structure
  • Oxidation-Reduction

Substances

  • Alkenes
  • Free Radicals
  • Heterocyclic Compounds, 1-Ring