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

Maxim Ratushnyy, Nikita Kvasovs, Sumon Sarkar, Vladimir Gevorgyan, Maxim Ratushnyy, Nikita Kvasovs, Sumon Sarkar, Vladimir Gevorgyan

Research output: Contribution to journalArticlepeer-review

Abstract

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.

Original languageEnglish (US)
Pages (from-to)10402-10406
Number of pages5
JournalAdvanced Materials
Volume132
Issue number26
DOIs
StatePublished - 2020
Externally publishedYes

Keywords

  • homolysis
  • light-mediated reactions
  • palladium
  • radicals
  • triflates

ASJC Scopus subject areas

  • Materials Science(all)
  • Mechanics of Materials
  • Mechanical Engineering

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