Ligand-free copper-catalyzed C-S coupling of aryl iodides and thiols

J Org Chem. 2008 Jul 18;73(14):5625-8. doi: 10.1021/jo800491k. Epub 2008 Jun 21.

Abstract

A protocol for the copper-catalyzed aryl-sulfur bond formation between aryl iodides and thiophenols is reported. The reaction is catalyzed by a low amount (1-2.5 mol %) of readily available and ligand-free copper iodide salt. A variety of diaryl thioethers are synthesized under relatively mild reaction conditions with good chemoselectivity and functional group tolerance.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbon / chemistry*
  • Catalysis
  • Copper / chemistry*
  • Iodides / chemistry*
  • Ligands
  • Molecular Structure
  • Phenols / chemistry
  • Solvents
  • Sulfhydryl Compounds / chemistry*
  • Sulfur / chemistry*

Substances

  • Iodides
  • Ligands
  • Phenols
  • Solvents
  • Sulfhydryl Compounds
  • Sulfur
  • Carbon
  • Copper
  • thiophenol