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Dual Photoredox/Nickel-Catalyzed Regioselective Cross-Coupling of 2‑Arylaziridines and Potassium Benzyltrifluoroborates: Synthesis of β‑Substitued Amines

A dual visible light photoredox and nickel-catalyzed cross-coupling reaction of 2-arylaziridines and potassium benzyltrifluoroborates is described for the first time. This strategy features high functional group tolerance, exclusive regioselectivity for reaction at the more hindered C–N bond, easily...

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Bibliographic Details
Published in:Organic letters 2018-01, Vol.20 (2), p.421-424
Main Authors: Yu, Xiao-Ye, Zhou, Quan-Quan, Wang, Peng-Zi, Liao, Chun-Miao, Chen, Jia-Rong, Xiao, Wen-Jing
Format: Article
Language:English
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Summary:A dual visible light photoredox and nickel-catalyzed cross-coupling reaction of 2-arylaziridines and potassium benzyltrifluoroborates is described for the first time. This strategy features high functional group tolerance, exclusive regioselectivity for reaction at the more hindered C–N bond, easily accessible substrates, and mild redox-neutral reaction conditions. A variety of diversely substituted β-substituted amines are obtained in generally good yields.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b03747