Synthesis of 2-Quinolinones via a Hypervalent Iodine(III)-Mediated Intramolecular Decarboxylative Heck-Type Reaction at Room Temperature

Huaqiang Fan, Peng Pan, Yongqiang Zhang, Wei Wang

Research output: Contribution to journalArticlepeer-review

18 Scopus citations

Abstract

A hypervalent iodine(III)-mediated intramolecular decarboxylative Heck-type reaction of 2-vinyl-phenyl oxamic acids has been developed. The unique ring-strain-enabled radical decarboxylation mechanism is preliminarily revealed. This protocol features metal-free reaction conditions and operational simplicity, allowing the lactamization of 2-vinylanilines using a readily accessible carbonyl source and the synthesis of various 2-quinolinones with excellent chemoselectivity at room temperature.

Original languageEnglish (US)
Pages (from-to)7929-7932
Number of pages4
JournalOrganic Letters
Volume20
Issue number24
DOIs
StatePublished - Dec 21 2018

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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