4.8 Article

Rh(III)-Catalyzed [4+2] Annulation of 3-Aryl-5-isoxazolone with Maleimides or Maleic Ester

Journal

ORGANIC LETTERS
Volume 22, Issue 16, Pages 6484-6488

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c02283

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Funding

  1. Ministry of Science and Technology of China [2016YFE0132600]
  2. Henan Center for Outstanding Overseas Scientists [GZS2020001]
  3. Zhengzhou University

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The Rh(III)-catalyzed [4 + 2] annulation of 3-aryl-5-isoxazolones with maleimides or maleic ester has been developed, which gives synthetically important 3,4-dihydroisoquinoline derivatives in good to excellent yields. This facile protocol can tolerate a variety of functional groups, and CO2 was produced as the predominant byproduct. Notably, a C-C bond and a C-N bond were formed simultaneously. This protocol could be easily scaled up.

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