N-Heterocyclic Carbene Catalyzed Radical Coupling of Aldehydes with Redox-Active Esters

Runjiang Song, Yonggui Robin Chi*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

87 Citations (Scopus)

Abstract

N-Heterocyclic carbene catalyzed radical reactions are challenging and underdeveloped. In a recent study, Ohmiya, Nagao and co-workers found that aldehyde carbonyl carbon centers can be coupled with alkyl radicals under NHC catalysis. An elegant aspect of this study is the use of a redox-active carboxylic ester that behaves as an single-electron oxidant to convert the Breslow intermediate into a radical adduct and concurrently release an alkyl radical intermediate as a reaction partner.

Original languageEnglish
Pages (from-to)8628-8630
Number of pages3
JournalAngewandte Chemie - International Edition
Volume58
Issue number26
DOIs
Publication statusPublished - Jun 24 2019
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

ASJC Scopus Subject Areas

  • Catalysis
  • General Chemistry

Keywords

  • ketones
  • N-heterocyclic carbenes
  • radical intermediates
  • redox-active esters
  • single-electron-transfer reactions

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