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A Visible‐Light‐Driven Iminyl Radical‐Mediated C−C Single Bond Cleavage/Radical Addition Cascade of Oxime Esters
Author(s) -
Yu XiaoYe,
Chen JiaRong,
Wang PengZi,
Yang MengNan,
Liang Dong,
Xiao WenJing
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201710618
Subject(s) - enol , chemistry , oxime , silylation , bond cleavage , radical cyclization , cascade , cleavage (geology) , photochemistry , single bond , medicinal chemistry , organic chemistry , group (periodic table) , catalysis , geotechnical engineering , chromatography , fracture (geology) , engineering
A room‐temperature, visible‐light‐driven N‐centered iminyl radical‐mediated and redox‐neutral C−C single bond cleavage/radical addition cascade reaction of oxime esters and unsaturated systems has been accomplished. The strategy tolerates a wide range of O‐acyl oximes and unsaturated systems, such as alkenes, silyl enol ethers, alkynes, and isonitrile, enabling highly selective formation of various chemical bonds. This method thus provides an efficient approach to various diversely substituted cyano‐containing alkenes, ketones, carbocycles, and heterocycles.