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Synthesis of Asymmetric Urea Derivatives from COS and Amines: Substrate Selection, Scope Studies, and Mechanism Investigation

Siliu Cheng, Jiakai Wu, Huijie Jia*, Ruijun Xie, Ning Zhu*

*College of Chemical Engineering, Inner Mongolia University of Technology, Aimin street 49, Xincheng District, Hohhot 010051, China, Email: jiahjimut.edu.cn, zhuningimut.edu.cn

S. Cheng, J. Wu, H. Jia, R. Xie, N. Zhu, J. Org. Chem., 2023, 88, 17297-17305.

DOI: 10.1021/acs.joc.3c02140


Abstract

A mild one-pot reaction of weakly nucleophilic aromatic amines, highly nucleophilic secondary aliphatic amines, and carbonyl sulfide (COS) provides a series of asymmetric ureas under catalyst-free conditions.

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proposed mechanism



Key Words

urea derivatives, multicomponent reactions


ID: J42-Y2023