电化学使环胺的去饱和β-C(sp3)-H磺化和膦化

Tao Liu , Jie Lin , Fangjun Xia , Zhenhui Xu , Xuying Xia , Wei Qian , Weihui Zhong , Dingguo Song , Fei Ling
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引用次数: 0

摘要

本文报道了一种高效、直接的方法,利用催化量的CP2Fe作为氧化还原介质,在电化学驱动下实现环胺的去饱和β-C(sp3)-H磺化和膦化。该工艺具有良好的官能团相容性,在温和的条件下获得了具有高化学选择性和区域选择性的胺基砜和胺基氧化膦产品。一些机制研究表明,环胺经历了多个单电子氧化和去质子化过程,随后是一个涉及磺酰自由基或膦酰自由基的捕获步骤,最终产生所需的产物。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

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

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

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 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.
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