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Catalyst-Controlled Selectivity Switch in Three-Component Reaction: An NHC-Catalyzed Strategy for the Synthesis of δ-Lactone-Fused Spirobenzofuran-3-ones
Authors:Zhanyong Wang  Ting Yang  Dongfang Liu  Rongxiang Chen  Nan Wang  Hong Liu  Jiarong Li  Kaikai Wang  Hongxin Liu
Affiliation:1.School of Pharmacy, Xinxiang University, Xinxiang 453003, China;2.Nursing College, Xinxiang University, Xinxiang 453003, China;3.Xinxiang Runyu Material Co., Ltd., Xinxiang 453003, China;4.College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, China;5.Institute of New Materials & Industrial Technology, Wenzhou University, Wenzhou 325035, China
Abstract:An efficient, three-component reaction of aldehydes and benzofuran-3-ones was developed. This process provides a new approach for the preparation of synthetically and biologically important spirobenzofuran-3-one derivatives with moderate-to-good yields under mild conditions. A switch of intramolecular to intermolecular domino Michael–aldol–lactonization leading to differential product formation was achieved by different NHCs catalysis.
Keywords:N-heterocyclic carbenes, α    -unsaturated acylazoliums, Spirobenzofuran-3-one, three-component reaction, δ  -Lactones
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