Visible light-induced Pd-catalyzed alkyl-heck reaction of oximes

Nikita Kvasovs, Valeriia Iziumchenko, Vitalii Palchykov, Vladimir Gevorgyan

Research output: Contribution to journalArticlepeer-review

Abstract

A visible light-induced palladium-catalyzed oxidative C-H alkylation of oximes has been developed. This mild protocol allows for an efficient atom economical C-C bond construction of alkyl-substituted oximes. A broad range of primary, secondary, and tertiary alkyl bromides and iodides, as well as a range of different formaldoximes, can efficiently undergo this transformation. The method features visible light-induced generation of nucleophilic hybrid alkyl Pd radical intermediates, which upon radical addition at the imine moiety and a subsequent β-hydrogen elimination deliver substituted imines.

Original languageEnglish (US)
Pages (from-to)3749-3754
Number of pages6
JournalACS Catalysis
Volume11
Issue number6
DOIs
StatePublished - Mar 19 2021

Keywords

  • Alkylation
  • Heck reaction
  • Light-induced
  • Oxime
  • Palladium
  • Radical

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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