曼尼希反应
电泳剂
化学
胺气处理
组合化学
激进的
功能群
离子键合
有机化学
催化作用
聚合物
离子
作者
Shuai Shi,Wenting Qiu,Pannan Miao,Ruining Li,Xianfeng Lin,Zhankui Sun
标识
DOI:10.1038/s41467-021-21303-3
摘要
Abstract Aliphatic amine, especially tertiary aliphatic amine, is one of the most popular functionalities found in pharmaceutical agents. The Mannich reaction is a classical and widely used transformation for the synthesis of β-amino-carbonyl products. Due to an ionic nature of the mechanism, the Mannich reaction can only use non-enolizable aldehydes as substrates, which significantly limits the further applications of this powerful approach. Here we show, by employing a radical process, we are able to utilize enolizable aldehydes as substrates and develop the three-component radical homo Mannich reaction for the streamlined synthesis of γ-amino-carbonyl compounds. The electrophilic radicals are generated from thiols via the desulfurization process facilitated by visible-light, and then add to the electron-rich double bonds of the in-situ formed enamines to provide the products in a single step. The broad scope, mild conditions, high functional group tolerance, and modularity of this metal-free approach for the synthesis of complex tertiary amine scaffolds will likely be of great utility to chemists in both academia and industry.
科研通智能强力驱动
Strongly Powered by AbleSci AI