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Base-Mediated Synthesis of Unsymmetrical 1,3,5-Triazin-2-amines via Three-Component Reaction of Imidates, Guanidines, and Amides or Aldehydes

Liyang Pan, Zhenxing Li, Tao Ding, Xiaomin Fang, Wenkai Zhang, Hao Xu* and Yuanqing Xu*

*College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, People's Republic of China, Email: xuhaohenu.edu.cn, 18937822307163.com

L. Pan, Z. Li, T. Ding, X. Fang, W. Zhang, H. Xu, Y. Xu, J. Org. Chem., 2017, 82, 10043-10050.

DOI: 10.1021/acs.joc.7b01510 (free Supporting Information)



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Abstract

A simple and efficient method for the base-mediated synthesis of unsymmetrical 1,3,5-triazin-2-amines uses readily available imidates, guanidines, and amides or aldehydes as the starting materials and cesium carbonate as the base. This three-component reaction provides diverse 1,3,5-triazin-2-amines in good yields with tolerance of a broad range of functional groups.

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proposed mechanism



Key Words

1,3,5-triazines, oxygen, multicomponent reactions


ID: J42-Y2017