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A Free Radical Cascade Difunctionalization of o ‐Vinylanilides with Simple Ketones and Esters
Author(s) -
Tian Yunfei,
Ge Yaxin,
Zheng Luping,
Yan Qinqin,
Ren Yingming,
Wang Zhenguang,
Zhang Kailin,
Wang Zhiqiang,
Zhao Jincan,
Li Zejiang
Publication year - 2019
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201900591
Subject(s) - chemistry , cascade , radical cyclization , cascade reaction , combinatorial chemistry , free radical reaction , organic chemistry , radical , catalysis , chromatography
An efficient free radical cascade difunctionalization of o ‐vinylanilides with ketones/esters has been developed. Through the selective activation of the α‐C(sp 3 )−H of ketones and esters, an addition/cyclization of carbon centered radical to o‐vinylanilides has been achieved. Various benzoxazines can be conveniently synthesized in this reaction system. In addition, we carried out a series of mechanistic studies and optical experiments.