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

Maxim Ratushnyy, Nikita Kvasovs, Sumon Sarkar, Vladimir Gevorgyan

Research output: Contribution to journalArticle

3 Scopus citations

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)10316-10320
Number of pages5
JournalAngewandte Chemie - International Edition
Volume59
Issue number26
DOIs
StatePublished - Jun 22 2020

Keywords

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

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Fingerprint Dive into the research topics of 'Visible-Light-Induced Palladium-Catalyzed Generation of Aryl Radicals from Aryl Triflates'. Together they form a unique fingerprint.

  • Cite this