Ruthenium-catalyzed regioselective allylic trifluoromethylthiolation reaction

J Org Chem. 2014 Dec 19;79(24):12106-10. doi: 10.1021/jo5019393. Epub 2014 Sep 18.

Abstract

An efficient Ru-catalyzed regioselective allylic trifluoromethylthiolation reaction of allylic carbonates was developed. The linear allylic trifluoromethyl thioethers were obtained in 52-91% yields. Mechanistic investigation revealed that this reaction proceeds via a double allylic trifluoromethylthiolation sequence.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Allyl Compounds / chemistry*
  • Catalysis
  • Hydrocarbons, Fluorinated / chemistry*
  • Molecular Structure
  • Ruthenium / chemistry*
  • Stereoisomerism
  • Sulfhydryl Compounds / chemistry*

Substances

  • Allyl Compounds
  • Hydrocarbons, Fluorinated
  • Sulfhydryl Compounds
  • Ruthenium