4.7 Article

Silver(I)-Catalyzed Domino Cyclization/Cyclopropanation/Ring-Cleavage/Nucleophilic Substitution Reaction of Enynones with Enamines: Synthesis of 4-(Furan-2-yl)-3,4-dihydro-2H-pyrrol-2-one

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 85, Issue 20, Pages 13290-13297

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c01711

Keywords

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Funding

  1. Construct Program of the Key Discipline in Hunan Province
  2. Science and Technology Planning Project of Hunan Province [2018TP1017]

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We report the synthesis of 4-(furan-2-yl)-3,4-dihydro-2H-pyrrol-2-one derivatives. In this approach, two core structures, the furan ring and 3,4-dihydro-2H-pyrrol-2-one, are constructed via silver(I)-catalyzed cascade cyclization/cyclopropanation/ring-cleavage/nucleophilic substitution reaction of enynones with enamines. A reasonable mechanism has been proposed. This method possesses some advantages such as high chemoselectivity, mild reaction conditions, simple operation, and short reaction time.

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