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Photo-triggered Intramolecular Radical Tandem Regioselective Alkylation/Cyclization of 1,6-Dienes with Redox-Active Esters Enabled by an EDA Complex
Authors:Bin Sun  Lan Ling  Xiaohui Zhuang  Lulu Yang  Jieli Yin  Can Jin
Institution:1. Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou, Zhejiang, 310014 China;2. College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou, Zhejiang, 310014 China
Abstract:A photocatalyst- and metal-free radical tandem alkylation/cyclization between 1,6-dienes and redox-active esters has been developed, affording a series of N-aryl pyrrolidine-2-ones in moderate to good yields. The transformation is driven by the formation of an electron-donor-acceptor (EDA) complex and a subsequent single electron transfer (SET) process. This photocatalyst-free protocol features excellent regioselectivity, mild conditions and broad substrate scope, providing a facile access to 3-alkyl-3,4-dimethyl-1-phenylpyrrolidin-2-one.image
Keywords:Alkylation  Cyclization  EDA Complex  Pyrrolidone  Photocatalysis
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