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由乙烯基锍盐和芳胺合成1,2 - 二胺

Synthesis of 1,2-Diamines from Vinyl Sulfonium Salts and Arylamines.

作者信息

Wang Cheng, Liu Biao, Shao Zeyu, Zhou Junqi, Shao Andong, Zou Liang-Hua, Wen Jian

机构信息

School of Life Science and Health Engineering, Jiangnan University, Wuxi, Jiangsu 214122, P. R. China.

出版信息

Org Lett. 2022 Sep 9;24(35):6455-6459. doi: 10.1021/acs.orglett.2c02604. Epub 2022 Aug 29.

Abstract

A procedure for the synthesis of 1,2-diamines from vinyl sulfonium salts and arylamines under mild conditions was developed. This present synthetic protocol not only obviates the need for a transition-metal catalyst and an oxidizing reagent but also features a broad substrates scope. The practicability of this protocol is demonstrated by the one-pot synthesis, a scale-up reaction, and transformations of the products to diverse -heterocyclic compounds. Mechanistic studies indicate that the formation of aziridine plays a key role during this diamination process.

摘要

开发了一种在温和条件下由乙烯基锍盐和芳胺合成1,2 - 二胺的方法。该合成方案不仅无需过渡金属催化剂和氧化剂,而且底物范围广泛。通过一锅法合成、放大反应以及将产物转化为多种杂环化合物证明了该方案的实用性。机理研究表明氮丙啶的形成在该二胺化过程中起关键作用。

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