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Keywords:

  • allylsilanes;
  • copper;
  • homogeneous catalysis;
  • radicals;
  • trifluoromethylation
Thumbnail image of graphical abstract

Branched allylic CF3 products are accessible by copper-catalyzed trifluoromethylation of allylsilanes with the Togni reagent I. The silyl group is critical to control the outcome of this reaction because in its absence, a product of addition between the alkene and the Togni reagent is formed preferentially. The reaction is inhibited with 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO) and is likely to operate via multiple reaction pathways.