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Keywords:

  • C[BOND]H activation;
  • indole;
  • N[BOND]N cleavage;
  • rhodium;
  • triazene
Thumbnail image of graphical abstract

Unprotected indoles are prepared with the title method, which has a wide scope for alkynes. Excellent regioselectivity was accomplished for aryl–alkyl and alkyl–alkyl disubstituted acetylenes. This reaction features an unusual 1,2 rhodium migration and ring-contraction-triggered N[BOND]N bond cleavage. It allows rapid conversion of the reaction products into several functional molecules.