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Keywords:

  • allylamines;
  • aziridines;
  • carboamination;
  • palladium
Thumbnail image of graphical abstract

Crazy rings: Treatment of N-arylallylamine with an aryl or alkenyl halide under palladium catalysis (see scheme; dba=dibenzylideneacetone, SPhos=2-dicyclohexylphosphanyl-2′,6′-dimethoxybiphenyl) resulted in intramolecular cyclization to form the arylmethyl-substituted aziridine with concomitant C[BOND]C bond formation. The experiments for the elucidation of the reaction mechanism are also described.