4.8 Article

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

Journal

ORGANIC LETTERS
Volume 20, Issue 24, Pages 7929-7932

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b03503

Keywords

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Funding

  1. National Natural Science Foundation of China [21602060, 21871086, 21572055, 21738002]
  2. Chinese Fundamental Research Funds for the Central Universities [ECUST: WY1714033]

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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.

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