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Keywords:

  • carbenoids;
  • C[BOND]H insertion;
  • hydrazones;
  • nitrogen heterocycles;
  • rhodium
Thumbnail image of graphical abstract

Under rhodium catalysis, N-aziridinyl imines provided access to N-fused indolines through non-carbonyl-stabilized rhodium carbenoid C[BOND]H insertion. The utility of this methodology for the synthesis of architecturally complex heterocycles was further demonstrated by an expedient total synthesis of (±)-cryptaustoline (see scheme).