Efficient iron/copper cocatalyzed S-arylations of thiols with aryl halides

J Comb Chem. 2009 May-Jun;11(3):338-40. doi: 10.1021/cc800182q.

Abstract

A practical and promising protocol was developed for S-arylations of various thiols with different substituted aryl halides. The reactions were readily facilitated to afford desired thioethers under mild conditions in good to excellent yields. The versatility, air-stability, operational simplicity of this method, in addition to the higher yields and shorter reaction time it provides, highlight the potential of using this method in large scale library synthesis involving carbon-heteroatom formation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbon / chemistry
  • Catalysis
  • Combinatorial Chemistry Techniques / economics
  • Combinatorial Chemistry Techniques / methods*
  • Copper / chemistry*
  • Ethylenediamines / chemical synthesis
  • Ethylenediamines / chemistry
  • Halogens / chemical synthesis
  • Halogens / chemistry
  • Hydrocarbons, Aromatic / chemical synthesis*
  • Hydrocarbons, Aromatic / chemistry
  • Iron / chemistry*
  • Molecular Structure
  • Sulfhydryl Compounds / chemical synthesis
  • Sulfhydryl Compounds / chemistry*
  • Sulfides / chemical synthesis*
  • Sulfides / chemistry

Substances

  • Ethylenediamines
  • Halogens
  • Hydrocarbons, Aromatic
  • Sulfhydryl Compounds
  • Sulfides
  • N,N,N',N'-tetramethylethylenediamine
  • Carbon
  • Copper
  • Iron