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1,1-烯二胺、N,N-二甲基甲酰胺二甲基缩醛与1,3-二羰基化合物的三组分串联反应:多种2-氨基吡啶衍生物的选择性合成

Three-Component Cascade Reaction of 1,1-Enediamines, ,-Dimethylformamide Dimethyl Acetal, and 1,3-Dicarbonyl Compounds: Selective Synthesis of Diverse 2-Aminopyridine Derivatives.

作者信息

Zi Quan-Xing, Yan Sheng-Jiao, Yang Chang-Long, Li Kun, Lin Jun

机构信息

Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming 650091, P. R. China.

出版信息

ACS Omega. 2019 Feb 7;4(2):2863-2873. doi: 10.1021/acsomega.8b03284. eCollection 2019 Feb 28.

DOI:10.1021/acsomega.8b03284
PMID:31459516
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6648487/
Abstract

A novel approach has been developed for the synthesis of three kinds of highly functionalized 2-aminopyridine derivatives (APDs) through a three-component reaction of 1,1-enediamines (EDAMs) , ,-dimethylformamide dimethyl acetal (DMF-DMA) , and 1,3-dicarbonyl compounds - via a base-promoted cascade reaction, producing the desired products in good to excellent yields. This method represents a route to obtain a novel class of APDs in a concise, rapid, and practical manner. This approach is particularly attractive because of the following features: low cost, mild temperature, atom economy, high yields, and potential biological activity of the product.

摘要

通过1,1-乙二胺(EDAMs)、N,N-二甲基甲酰胺二甲基缩醛(DMF-DMA)和1,3-二羰基化合物的三组分反应,经由碱促进的级联反应,开发了一种合成三种高度官能化的2-氨基吡啶衍生物(APDs)的新方法,以良好至优异的产率得到所需产物。该方法代表了一种以简洁、快速和实用的方式获得一类新型APDs的途径。这种方法特别具有吸引力,原因如下:成本低、温度温和、原子经济性、产率高以及产物具有潜在的生物活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a246/6648487/ae5b75a33466/ao-2018-03284z_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a246/6648487/1308550bb296/ao-2018-03284z_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a246/6648487/0225d064fddd/ao-2018-03284z_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a246/6648487/b07b6e00c247/ao-2018-03284z_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a246/6648487/fbd87786c7a8/ao-2018-03284z_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a246/6648487/ae5b75a33466/ao-2018-03284z_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a246/6648487/1308550bb296/ao-2018-03284z_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a246/6648487/0225d064fddd/ao-2018-03284z_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a246/6648487/b07b6e00c247/ao-2018-03284z_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a246/6648487/fbd87786c7a8/ao-2018-03284z_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a246/6648487/ae5b75a33466/ao-2018-03284z_0005.jpg

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