Iron-catalyzed synthesis of thioesters from thiols and aldehydes in water

J Org Chem. 2014 May 16;79(10):4561-8. doi: 10.1021/jo500574p. Epub 2014 Apr 28.

Abstract

The preparation of thioesters through the iron-catalyzed coupling reaction of thiols with aldehydes is described. The reactions were carried out by using tert-butyl hydroperoxide (TBHP) as an oxidant and water as a solvent in most cases. This system is compatible with a variety of functional groups.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry*
  • Catalysis
  • Iron / chemistry*
  • Molecular Structure
  • Oxidants / chemistry
  • Solvents / chemistry
  • Sulfhydryl Compounds / chemistry*
  • Sulfuric Acid Esters / chemical synthesis*
  • Sulfuric Acid Esters / chemistry
  • Water / chemistry
  • tert-Butylhydroperoxide / chemistry*

Substances

  • Aldehydes
  • Oxidants
  • Solvents
  • Sulfhydryl Compounds
  • Sulfuric Acid Esters
  • Water
  • tert-Butylhydroperoxide
  • Iron