A method for the reductive scission of heterocyclic thioethers

Org Lett. 2011 Dec 2;13(23):6232-5. doi: 10.1021/ol2026813. Epub 2011 Nov 8.

Abstract

A mild, chemoselective, and generally high-yielding method for the reductive scission of heterocyclic thioethers is described. Suitable heterocycles have a thioether substituent at the 2-position relative to a ring heteroatom. The convenient and straightforward method is demonstrated with reactants which are not compatible with the standard Raney nickel conditions such as sulfides, sulfones, and thiophenes. In addition, benzyl esters, benzyl amides, and benzyl carbamates are tolerated by the reductive reaction conditions.

MeSH terms

  • Combinatorial Chemistry Techniques*
  • Heterocyclic Compounds / chemical synthesis*
  • Heterocyclic Compounds / chemistry*
  • Molecular Structure
  • Sulfides / chemistry*

Substances

  • Heterocyclic Compounds
  • Sulfides