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Keywords:

  • carbenes;
  • gold;
  • homogeneous catalysis;
  • insertion;
  • redox chemistry
Thumbnail image of graphical abstract

Golden touch: α-Oxo Au carbenoids are efficiently generated by Au-catalyzed intramolecular redox reactions of sulfinyl alkynes. Besides cyclization to form benzo-fused sulfur-containing rings, these intermediates can participate in subsequent pinacol-type rearrangements, leading to a two-step insertion of a latent vinylcarbonylmethylene group into aldehydes or ketones (see scheme for second step).