Multipurpose sulfoximine-mediated radicalγ-heteroarylation of unactivated C(sp^(3))–H bonds  

作　　者：Yuqian Sun Xinxin Wu Zhu Cao Chen Zhu 

机构地区：[1]Key Laboratory of Organic Synthesis of Jiangsu Province,College of Chemistry,Chemical Engineering and Materials Science,Soochow University,Suzhou 215123,China [2]Frontiers Science Center for Transformative Molecules and Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs,Shanghai Jiao Tong University,Shanghai 200240,China

出　　处：《Science China Chemistry》2023年第5期1435-1442,共8页中国科学（化学英文版）

基　　金：supported by the National Natural Science Foundation of China(21971173,22001185,22171201);the Natural Science Foundation of Jiangsu Province(BK20200852);the Priority Academic Program Development of Jiangsu Higher Education Institutions(PAPD)。

摘　　要：A conceptually novel,trifunctional sulfoximine-mediatedγ-functionalization of unactivated C(sp^(3))–H bonds has been achieved.The reaction is initiated by the photo-induced homolytic cleavage of an N–S bond in the absence of photosensitizer,and proceeds sequentially through a cascade of 1,5-hydrogen atom transfer,1,4-functional group migration,desulfoximination and a Minisci reaction.A major feature of this approach is the use of sulfoximine as a traceless directing group.Other positive properties include mild conditions,simple operation,exclusive site-selectivity,high product diversity and the avoidance of additional photosensitizers.The protocol provides a new reaction mode for HAT-induced C(sp^(3))–H functionalization,and allows a much broader chemical space for sulfoximine studies.

关 键 词：SULFOXIMINE hydrogen atom transfer functional group migration C(sp^(3))–H functionalization heteroarylation PHOTOCHEMISTRY 

分 类 号：O621.25[理学—有机化学]