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Redox-neutral photocatalytic cyanomethylation/cyclization cascade of olefinic amides: Access to cyanomethylated benzoxazines
Affiliation:1. School of Chemical Engineering, Guizhou Minzu University, Guiyang, 550025, China;2. Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan, 430079, China;1. Department of Chemistry and Biochemistry, Queens College of the City University of New York, 65-30 Kissena Blvd., Queens, NY, 11367, United States;2. Ph.D. Program in Chemistry, The Graduate Center of the City University of New York, 365 Fifth Ave., New York, NY, 10016, United States;1. School of Chemistry and Chemical Engineering, and Chongqing Key Laboratory of Theoretical and Computational Chemistry, Chongqing University, Chongqing, 401331, China;2. State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin, 300071, China;3. School of Chemical and Environmental Engineering, and Collaborative Innovation Center for High Value Transformation of Coal Chemical Process By-products, Xinjiang Institute of Engineering, Xinjiang, 830091, China
Abstract:A visible-light-induced photocatalytic cyanomethyl radical addition/intramolecular cyclization cascade reaction of olefinic amides has been developed under mild conditions. This reaction provides a novel method for the synthesis of various cyanomethyl-containing benzoxazines, which are useful pharmaceutical framework. The method exhibits good functional group tolerance and a wide range of substrate scope.
Keywords:Visible-light  Radical addition  Cyclization cascade  Cyanomethyl-containing benzoxazines
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