Highly Selective Synthesis of 2-Amino-4,6-diarylpyridine Derivatives by the Cascade Reaction of 1,1-Enediamines with α,β-Unsaturated Ketones

Qin Luo, Rong Huang, Qiang Xiao, Yuan Yao, Jun Lin*, Sheng-Jiao Yan*

*School of Chemical Science and Technology, Yunnan University, Kunming 650091, P.R. China, Email: linjunynu.edu.cn, yansjynu.edu.cn

Q. Luo, R. Huang, Q. Xiao, Y. Yao, J. Lin, S.-J. Yan, J. Org. Chem., 2019, 84, 1999-2011.

DOI: 10.1021/acs.joc.8b03008

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Abstract

Base-mediated cascade reactions of α,β-unsaturated ketones and 1,1-enediamines, which include Michael addition, intramolecular cyclization, aromatization, and a base-dependent optional loss of HNO₂, provide 2-amino-4,6-diarylpyridine derivatives. The methods are suitable for efficient parallel synthesis of pyridines.

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Key Words

pyridines

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ID: J42-Y2019