Copper(I)-catalyzed synthesis of substituted 2-mercapto benzimidazoles

J Org Chem. 2009 Mar 6;74(5):2217-20. doi: 10.1021/jo802589d.

Abstract

An efficient method for the preparation of various substituted 2-mercapto benzimidazoles from their corresponding thioureas has been developed. S-alkylation of thioureas followed by Cu-catalyzed intramolecular N-arylation furnished substituted 2-mercapto benzimidazoles in high yields and short reaction times. Furthermore, 2-mercapto benzimidazoles substituted with a p-methoxybenzyl group allowed access to benzimidazole thiones.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzimidazoles / chemical synthesis*
  • Benzimidazoles / chemistry
  • Catalysis
  • Copper / chemistry*
  • Molecular Structure
  • Stereoisomerism

Substances

  • Benzimidazoles
  • Copper