A revisit to the Hantzsch reaction: Unexpected products beyond 1,4-dihydropyridines

被引：85

作者：

Shen, Li ^{[1
]}

Cao, Song ^{[1
]}

Wu, Jingjing ^{[1
]}

Zhang, Jian ^{[1
]}

Li, Hui ^{[1
]}

Liu, Nianjin ^{[1
]}

Qian, Xuhong ^{[1
]}

机构：

[1] E China Univ Sci & Technol, Shanghai Key Lab Chem Biol, Ctr Fluorine Chem Technol, Sch Pharm, Shanghai 200237, Peoples R China

来源：

GREEN CHEMISTRY | 2009年 / 11卷 / 09期

基金：

国家高技术研究发展计划(863计划);

关键词：

ONE-POT SYNTHESIS; SOLVENT-FREE; POLYHYDROQUINOLINE DERIVATIVES; 3-COMPONENT SYNTHESIS; HIGHLY EFFICIENT; AROMATIZATION; CONVENIENT; PYRAZOLES; BIGINELLI; PYRIDINES;

D O I：

10.1039/b906358g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel green and efficient one-pot three-component synthesis of 2-aryl-pyridines in good to excellent yields has been reported. The methodology initially involved the formation of 1,2-dihydropyridine intermediates via reaction of a variety of aromatic aldehydes with ethyl (methyl) acetoacetate and ammonium acetate, which were the same starting materials as the Hantzsch reaction, under solvent-, catalyst-and heat-free (at room temperature) conditions, followed by air oxidation for 72 hours. In this paper, we also systematically reinvestigated the classic Hantzsch reaction under different reaction conditions, analyzed the main products as well as byproducts, corrected some mistakes in the literature and elucidated the reaction mechanism.

引用

页码：1414 / 1420

页数：7

共 51 条

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