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Photoinduced C--C Bond Cleavage and Oxidation of CycloketoximeEsters

Photoinduced C-C Bond Cleavage and Oxidation of Cycloketoxime Esters

作     者:Binlin Zhao Hui Tan Cheng Chen Ning Jiao Zhuangzhi Shi 

作者机构:State Key Laboratory of Coordination Chemistry School of Chemistry and Chemical Engineering Nanjing University Nanjing Jiangsu 210093 China State Key Laboratory of Natural and Biomimetic Drugs School of Phar-maceutical Sciences Peking University Xue Yuan Road 38 Beijing100191 China 

出 版 物:《Chinese Journal of Chemistry》 (中国化学(英文版))

年 卷 期:2018年第36卷第11期

页      面:995-999页

核心收录:

学科分类:07[理学] 0703[理学-化学] 

基  金:We are grateful to Prof. Ping Lu at Fudan University for kindly providing some chiral compounds. We thank the "1000-Youth Talents Plan"  the National Natural Science Foundation of China (Grant 21772002  21632001 and 2167020084) for financial support. This work was also supported by a program A for Outstanding PhD candidate of Nanjing University 

主  题:C—C activation radical cycloketoxime oxygenation photocatalysis DMSO 

摘      要:A novel structural reorganization of cycloketoxime esters beyond the traditional Beckmann rearrangement process has been established to build cyano‐containing ketones in the presence of photocatalyst. This novel transformation is remarkable with selective C—C bond cleavage and an oxidation process enabled by DMSO used as the solvent, oxidant, and oxygen source avoiding acid, base and toxic cyanide salts as the cyano source. Further applications in late‐stage modification of complex and chiral molecules have also been reported.

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