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Redox‐Neutral α‐Allylation of Amines by Combining Palladium Catalysis and Visible‐Light Photoredox Catalysis
Author(s) -
Xuan Jun,
Zeng TingTing,
Feng ZhuJia,
Deng QiaoHui,
Chen JiaRong,
Lu LiangQiu,
Xiao WenJing,
Alper Howard
Publication year - 2015
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.201409999
Subject(s) - catalysis , photoredox catalysis , palladium , chemistry , synergistic catalysis , photochemistry , reagent , redox , combinatorial chemistry , visible spectrum , dual role , organic chemistry , photocatalysis , materials science , optoelectronics
An unprecedented α‐allylation of amines was achieved by combining palladium catalysis and visible‐light photoredox catalysis. In this dual catalysis process, the catalytic generation of allyl radical from the corresponding π‐allylpalladium intermediate was achieved without additional metal reducing reagents (redox‐neutral). Various allylation products of amines were obtained in high yields through radical cross‐coupling under mild reaction conditions. Moreover, the transformation was applied to the formal synthesis of 8‐oxoprotoberberine derivatives which show potential anticancer properties.

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