Electrochemical enabled desaturated β-C(sp3)-H sulfonylation and phosphonylation of cyclic amines

Herein, we reported an efficient and straightforward method to realize desaturated β-C(sp3)-H sulfonylation and phosphonylation of cyclic amines driven by electrochemistry using catalytic amounts of CP2Fe as the redox mediator. This protocol which had good functional group compatibility, provided th...

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Bibliographic Details
Main Authors: Tao Liu, Jie Lin, Fangjun Xia, Zhenhui Xu, Xuying Xia, Wei Qian, Weihui Zhong, Dingguo Song, Fei Ling
Format: Article
Language:English
Published: KeAi Communications Co. Ltd. 2024-11-01
Series:Green Synthesis and Catalysis
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Online Access:http://www.sciencedirect.com/science/article/pii/S2666554923001023
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Summary:Herein, we reported an efficient and straightforward method to realize desaturated β-C(sp3)-H sulfonylation and phosphonylation of cyclic amines driven by electrochemistry using catalytic amounts of CP2Fe as the redox mediator. This protocol which had good functional group compatibility, provided the desired enaminyl sulfone and enaminyl phosphine oxide products with high chemo- and regio-selectivity under mild conditions. Several mechanistic studies have suggested that cyclic amines underwent multiple single-electron oxidation and deprotonation processes, followed by a capture step involving either a sulfonyl radical or a phosphonyl radical, ultimately leading to the desired products.
ISSN:2666-5549