A Desulfurative Strategy for the Generation of Alkyl Radicals Enabled by Visible‐Light Photoredox Catalysis

Herein, we present a new desulfurative method for generating primary, secondary, and tertiary alkyl radicals through visible‐light photoredox catalysis. A process that involves the generation of N‐centered radicals from sulfinamide intermediates, followed by subsequent fragmentation, is critical to...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2018-05, Vol.57 (22), p.6667-6671
Main Authors: Xue, Fei, Wang, Falu, Liu, Jiazhen, Di, Jiamei, Liao, Qi, Lu, Huifang, Zhu, Min, He, Liping, He, Huan, Zhang, Dan, Song, Hao, Liu, Xiao‐Yu, Qin, Yong
Format: Article
Language:English
Subjects:
alkyl radicals
Catalysis
conjugate addition
desulfuration
Intermediates
Photoredox catalysis
radical reactions
Radicals
Substrates
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Summary:Herein, we present a new desulfurative method for generating primary, secondary, and tertiary alkyl radicals through visible‐light photoredox catalysis. A process that involves the generation of N‐centered radicals from sulfinamide intermediates, followed by subsequent fragmentation, is critical to forming the corresponding alkyl radical species. This strategy has been successfully applied to conjugate addition reactions that features mild reaction conditions, broad substrate scope (>60 examples), and good functional‐group tolerance. Easy as 1°2°3°: A new desulfurative method for generating primary, secondary, and tertiary alkyl radicals through visible‐light photoredox catalysis is reported. The key process for forming the alkyl radical species involves the generation of N‐centered radicals from sulfinamide intermediates, followed by fragmentation.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201802710