Trifluoromethylation of allylsilanes under photoredox catalysis

Org Lett. 2013 Mar 15;15(6):1250-3. doi: 10.1021/ol400184t. Epub 2013 Mar 6.

Abstract

A new catalytic method to access allylic secondary CF3 products is described. These reactions use the visible light excited Ru(bpy)3Cl2·6H2O catalyst and the Togni or Umemoto reagent as the CF3 source. The photoredox catalytic manifold delivers enantioenriched allylic trifluoromethylated products not accessible under Cu(I) catalysis.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Catalysis
  • Combinatorial Chemistry Techniques
  • Copper / chemistry
  • Hydrocarbons, Fluorinated / chemical synthesis*
  • Hydrocarbons, Fluorinated / chemistry
  • Light
  • Molecular Structure
  • Photochemical Processes
  • Silanes / chemistry*
  • Stereoisomerism

Substances

  • Hydrocarbons, Fluorinated
  • Silanes
  • Copper
  • cuprous chloride