A copper-catalyzed three-component reaction of alkenes,cycloketone oximes and DABCO·(SO_(2))_(2):Direct C(sp^(2))-H cyanoalkylsulfonylation  

作　　者：Yating Liu Luoyu Wang Ling-Hui Zeng Yun Zhao Tonghao Zhu Jie Wu 

机构地区：[1]School of Pharmaceutical and Chemical Engineering&Institute for Advanced Studies,Taizhou University,Taizhou 318000,China [2]Department of Pharmacology,Zhejiang University City College,Hangzhou 310015,China [3]State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China [4]School of Chemistry and Chemical Engineering,Henan Normal University,Xinxiang 453007,China

出　　处：《Chinese Chemical Letters》2022年第5期2383-2386,共4页中国化学快报（英文版）

基　　金：support from the National Natural Science Foundation of China (No. 21871053);the Leading Innovative and Entrepreneur Team Introduction Program of Zhejiang (No. 2019R01005);the Open Research Fund of School of Chemistry and Chemical Engineering, Henan Normal University (No. 2020ZD04) is gratefully acknowledged

摘　　要：A copper-catalyzed three-component reaction of alkenes,cycloketone oximes and DABCO·(SO_(2))_(2) is de-veloped,which provides a convenient route for the synthesis of diverse(E)-cyanoalkylsulfonyl alkenes in moderate to good yields with excellent regio-and stereoselectivity.A broad substrate scope with ex-cellent functional group tolerance is observed.A plausible radical pathway is proposed,which involves copper-catalyzed ring-opening C–C bond cleavage of O-acyl oxime and insertion of sulfur dioxide.During the reaction process,cyanoalkyl radical and cyanoalkylsulfonyl radical are the key intermediates.

关 键 词：Copper iodide Sulfur dioxide C-C bond cleavage C(sp^(2))-H Cyanoalkylsulfonylation Radical process 

分 类 号：O621.251[理学—有机化学]