Electrochemical enabled desaturatedβ-C(sp^(3))-H sulfonylation and phosphonylation of cyclic amines  

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作  者:Tao Liu Jie Lin Fangjun Xia Zhenhui Xu Xuying Xia Wei Qian Weihui Zhong Dingguo Song Fei Ling 

机构地区:[1]College of Pharmaceutical Sciences,Zhejiang University of Technology,Hangzhou 310014,China [2]Chengda Pharmaceuticals Co.,Ltd.,Jiashan 314100,China [3]Zhejiang Hisoar Pharmaceutical Co.,Ltd.,Taizhou 318000,China

出  处:《Green Synthesis and Catalysis》2024年第4期297-302,共6页绿色合成与催化(英文)

基  金:National Natural Science Foundation of China(Nos.22178315,22378363,22078298 and 21978271);the Natural Science Foundation of Zhejiang Province of China(No.LY21B020007);China Postdoctoral Science Foundation(No.2022M712824);Key Research and Development Program of Zhejiang Province(No.2022C03169)for financial support.

摘  要:Herein, we reported an efficient and straightforward method to realize desaturated β-C(sp^(3))-H sulfonylation andphosphonylation of cyclic amines driven by electrochemistry using catalytic amounts of CP_(2)Fe as the redoxmediator. This protocol which had good functional group compatibility, provided the desired enaminyl sulfoneand enaminyl phosphine oxide products with high chemo- and regio-selectivity under mild conditions. Severalmechanistic 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.

关 键 词:ELECTROCATALYSIS Cyclic amine β-Functionalization SULFONYLATION Phosphonylation 

分 类 号:O62[理学—有机化学]

 

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