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Copper‐Catalyzed Radical Cross‐Coupling of Redox‐Active Oxime Esters, Styrenes, and Boronic Acids
Author(s) -
Yu XiaoYe,
Zhao QuanQing,
Chen Jun,
Chen JiaRong,
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.201809820
Subject(s) - oxime , chemistry , boronic acid , styrene , catalysis , copper , redox , polymer chemistry , organic chemistry , combinatorial chemistry , photochemistry , copolymer , polymer
A visible‐light‐driven, copper‐catalyzed three‐component radical cross‐coupling of oxime esters, styrenes, and boronic acids has been developed. Key steps of this protocol involve catalytic generation of an iminyl radical from a redox‐active oxime ester and subsequent C−C bond cleavage to generate a cyanoalkyl radical. Upon its addition to styrene, the newly formed benzylic radical undergoes coupling with a boronic‐acid‐derived ArCu II complex to achieve 1,1‐diarylmethane‐containing alkylnitriles.
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