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Keywords:

  • alkenes;
  • alkynes;
  • arenes;
  • diazo compounds;
  • gold
Thumbnail image of graphical abstract

They struck gold! New reaction modes were observed in the gold-catalyzed reaction of alkenyldiazo compounds and unsaturated substrates. The process represents a new C[BOND]C bond-formation reaction in which alkenes, alkynes, and arenes are active reagents for the Cγ-allylation, -allenylation, and -arylation, respectively, of alkenyldiazo substrates (see scheme). The reactivity pattern is likely to rely on the formation of a highly electrophilic alkenylgold carbenoid, which may be involved in a carbocation-type mechanism.