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Keywords:

  • alkenes;
  • copper;
  • diazo compounds;
  • tosylhydrazones;
  • trifluoromethylketones;
  • Wittig reaction

Abstract

Cuprous iodide-catalyzed Wittig olefination reactions of N-tosylhydrazones with trifluoromethylketones are reported. This procedure provides an efficient method for the synthesis of various trifluoromethyl-substituted alkenes in moderate to good yields (up to 89 % yield) and good stereoselectivity (up to 93 % E-selectivity). To the best of our knowledge, it is the first report of a Wittig reaction of N-tosylhydrazones with ketones.