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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
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201809820
Subject(s) - chemistry , oxime , boronic acid , catalysis , styrene , redox , copper , polymer chemistry , combinatorial chemistry , organic 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.