期刊
TETRAHEDRON
卷 72, 期 41, 页码 6428-6435出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2016.08.049
关键词
1,4-Dihydropyridines; Pyrido[1,2-a]quinoxalines; o-Phenylenediamine; Pyruvic acid; Dialkyl acetylenedicarboxylate; Four-component reaction
资金
- Alzahra University, Iran
Another aspect concerning enaminone chemistry leading to the one-pot synthesis of functionalized novel 1,4-dihydropyridines and pyrido[1,2-a]quinoxalines has been described. By highly efficient, one pot, iodine-catalyzed four-component reactions, combining one set of enamine intermediates and arylidene pyruvic acid (APA) in two procedures, heterocyclic skeletal diversity can be achieved. The synthesis involves reaction of the intermediates formed by the 1:1 interaction between primary amines (or o-phenylenediamine) and dialkyl acetylenedicarboxylate with pyruvic acid and benzaldehyde through an iodine-catalyzed Knoevenagel/Michael/cyclization sequence. The reaction is particularly attractive due to the following advantages: atom economy, optimum convergence, high bond-forming efficiency, and avoidance of tedious workup and purification of products. Significantly, the presence of an acidic group at the 9-position on the products make these compounds excellent precursors for further synthetic modifications to meet the need for diverse chemical inputs. (C) 2016 Elsevier Ltd. All rights reserved.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据