Domino Knoevenagel condensation, Michael addition, and cyclization using ionic liquid, 2-hydroxyethylammonium formate, as a recoverable catalyst

被引：124
|
作者：
Shaterian, H. R. [1 ]
Arman, M. [1 ]
Rigi, F. [1 ]
机构：
[1] Univ Sistan & Baluchestan, Fac Sci, Dept Chem, Zahedan, Iran
来源：
JOURNAL OF MOLECULAR LIQUIDS | 2011年 / 158卷 / 02期
关键词：
Benzylidenemalononitriles; 2-Benzylidene-5,5-dimethylcyclohexane-1,3-diones; 2-Amino-5-oxo-4-aryl-4,5-dihydropyrano[3,2-c]chromene-3-carbonitrile; Tetrahydrobenzo[b]pyran; Ionic liquid; Spirooxindole; ONE-POT SYNTHESIS; SOLVENT-FREE CONDITIONS; HETEROGENEOUS CATALYST; EFFICIENT SYNTHESIS; GREEN SYNTHESIS; DERIVATIVES; PROTOCOL; WATER; HCLO4-SIO2; ALDEHYDES;
D O I：
10.1016/j.molliq.2010.11.010
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
The Knoevenagel condensation reaction of aromatic aldehydes with malononitrile or dimedone was investigated. Also, the three-component and one-pot synthesis of 2-amino-5-oxo-4-aryl-4,5-dihydropyrano [3,2-c]chromene-3-carbonitrile derivatives by condensing 4-hydroxycoumarin, aldehydes and malononitriles using a catalytic amount of 2-hydroxyethylammonium formate as an effective ionic liquid without using any additional co-catalyst under solvent-free conditions at room temperature is reported. Furthermore, the domino Knoevenagel condensation, conjugate addition, and cyclization for the preparation of tetrahydrobenzo[b]pyran, and spirooxindole derivatives in high atomic efficiency take place in excellent yields. (C) 2010 Elsevier B.V. All rights reserved.
引用
收藏
页码：145 / 150
页数：6
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