Synthesis of a wide range of thioethers by indium triiodide catalyzed direct coupling between alkyl acetates and thiosilanes

Org Lett. 2012 Apr 6;14(7):1846-9. doi: 10.1021/ol300450j. Epub 2012 Mar 19.

Abstract

An indium triiodide-catalyzed substitution of the acetoxy group in alkyl acetates with thiosilanes provides access to a variety of thioethers. The method is efficient for a wide scope of acetates such as primary alkyl, secondary alkyl, tertiary alkyl, allylic, benzylic, and propargylic acetates.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetates / chemistry*
  • Catalysis
  • Indium / chemistry*
  • Iodine Compounds / chemistry*
  • Molecular Structure
  • Silanes / chemistry*
  • Sulfides / chemical synthesis*
  • Sulfides / chemistry

Substances

  • Acetates
  • Iodine Compounds
  • Silanes
  • Sulfides
  • Indium