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Keywords:

  • alkylation;
  • oxidation;
  • palladium;
  • spiro compounds;
  • synthetic methods
Thumbnail image of graphical abstract

Inspiroation: A novel synthesis of spirocycles based on a palladium-catalyzed intramolecular ipso-Friedel–Crafts alkylation of phenols (see scheme; dba=dibenzylideneacetone) and indoles is described. Mechanistic studies show that the reaction proceeds through an unprecedented rearomatization-assisted oxidative addition.