L-Proline: an efficient catalyst for the one-pot synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles

被引：290

作者：

Samai, Subhasis ^{[1
]}

Nandi, Ganesh Chandra ^{[1
]}

Singh, Pallavi ^{[1
]}

Singh, M. S. ^{[1
]}

机构：

[1] Banaras Hindu Univ, Fac Sci, Dept Chem, Varanasi 221005, Uttar Pradesh, India

来源：

TETRAHEDRON | 2009年 / 65卷 / 49期

关键词：

Multicomponent reaction; One-pot synthesis; L-Proline; 2,4,5-Trisubstituted imidazoles; 1,2,4,5-Tetrasubstituted imidazoles; ASYMMETRIC ALDOL REACTIONS; SOLVENT-FREE SYNTHESIS; TETRASUBSTITUTED IMIDAZOLES; MULTICOMPONENT REACTIONS; DIELS-ALDER; DIASTEREOSELECTIVE SYNTHESIS; DIENAMINE PLATFORM; BIGINELLI REACTION; MICHAEL ADDITIONS; MANNICH REACTIONS;

D O I：

10.1016/j.tet.2009.10.019

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple highly versatile and efficient synthesis of 2,4,5-trisubstituted imidazoles is achieved by three-component cyclocondensation of 1,2-dicarbonyl compound, aldehyde and ammonium acetate using L-proline as a catalyst in methanol at moderate temperature. To explore the utility of this method 1,2,4,5-tetrasubstituted imidazoles were also synthesized. The key advantages of this process are high yields, cost effectiveness of catalyst, easy work-up and purification of products by non-chromatographic methods. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：10155 / 10161

页数：7

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