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* , and Sheng-Jiao Yan*
Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, School of Chemical Science and Technology,
Yunnan
University
,
Kunming
650091
, P.R. China
Journal of Organic Chemistry, 2019, 84 (4), pp 1999–2011
DOI: 10.1021/acs.joc.8b03008
Publication Date (Web): January 17, 2019
Abstract
A general and concise method was developed for the synthesis of 2-amino-4,6-diarylpyridine derivatives 4–6 through the cascade reaction, which includes Michael addition, intramolecular cyclization, aromatization, and/or loss of HNO2, of different types of α,β-unsaturated ketones 1 and 1,1-enediamines 2 and 3 in 1,4-dioxane promoted by the base Cs2CO3 or piperidine. This method is suitable for the efficient parallel synthesis of pyridines. A library of highly functional 2-amino-4,6-diarylpyridine derivatives was easily constructed using the cascade reaction described in this study.
全文链接：https://pubs.acs.org.ccindex.cn/doi/abs/10.1021/acs.joc.8b03008
