Biginelli reaction starting directly from alcohols

被引：74
|
作者：
Garima [1 ]
Srivastava, Vishnu P. [1 ]
Yadav, Lal Dhar S. [1 ]
机构：
[1] Univ Allahabad, Dept Chem, Green Synth Lab, Allahabad 211002, Uttar Pradesh, India
来源：
TETRAHEDRON LETTERS | 2010年 / 51卷 / 49期
关键词：
Biginelli reaction; 3,4-Dihydropyrimidin-2(1H)-ones; Ionic liquids; Cyclocondensation reactions; Alcohols; Oxidation; ONE-POT SYNTHESIS; CALCIUM-CHANNEL BLOCKERS; ACIDIC IONIC LIQUIDS; ACTIVATED ALCOHOLS; MANGANESE-DIOXIDE; OXIDATION; SOLVENT; EFFICIENT; CATALYST; ESTERS;
D O I：
10.1016/j.tetlet.2010.09.141
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient of one-pot oxidative access to 3,4-dihydropyrimidin-2-(1H)-ones directly from aromatic alcohols under mild conditions is reported. The protocol involves 1-methylimidazolium hydrogen sulphate [Hmim]HSO4 catalyzed oxidation of aromatic alcohols to aromatic aldehydes with NaNO3 followed by their cyclocondensation with 1,3-dicarbonyl compounds and urea in the same reaction vessel at 80 degrees C within 2-4 h to afford 3,4-dihydropyrimidin-2-(1H)-ones in 55-97% overall yields. Thus, the present work utilizing alcohols instead of aldehyde in Biginelli reaction is a valid and green alternative to the classical synthesis of 3,4-dihydropyrimidin-2-(1H)-ones. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6436 / 6438
页数：3
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