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Visible-Light-Induced Palladium-Catalyzed Generation of Aryl Radicals from Aryl Triflates.

Maxim RatushnyyNikita KvasovsSumon SarkarVladimir Gevorgyan
Published in: Angewandte Chemie (International ed. in English) (2020)
A mild visible-light-induced Pd-catalyzed intramolecular C-H arylation of amides is reported. The method operates by cleavage of a C(sp2 )-O bond, leading to hybrid aryl Pd-radical intermediates. The following 1,5-hydrogen atom translocation, intramolecular cyclization, and rearomatization steps lead to valuable oxindole and isoindoline-1-one motifs. Notably, this method provides access to products with readily enolizable functional groups that are incompatible with traditional Pd-catalyzed conditions.
Keyphrases
  • visible light
  • room temperature
  • molecular dynamics
  • energy transfer
  • ionic liquid
  • solid state