Keggin and Dawson-type polyoxometalates as efficient catalysts for the synthesis of 3,4-dihydropyrimidinones: experimental and theoretical studies

被引:25
|
作者
Saher, Liza [1 ,2 ]
Makhloufi-Chebli, Malika [1 ,2 ]
Dermeche, Leila [1 ,3 ]
Boutemeur-Khedis, Baya [2 ]
Rabia, Cherifa [3 ]
Silva, Artur M. S. [4 ]
Hamdi, Maamar [2 ]
机构
[1] Univ Mouloud Mammeri, Fac Sci, Dept Chim, Tizi Ouzou 15000, Algeria
[2] Univ Sci & Technol Houari Boumediene, Fac Chim, Lab Chim Organ Appl, Grp Heterocycles, BP32, Bab Ezzouar 16111, Alger, Algeria
[3] Univ Sci & Technol Houari Boumediene, Fac Chim, Lab Chim Gaz Nat, BP 32, Bab Ezzouar 16111, Alger, Algeria
[4] Univ Aveiro, Dept Chem, QOPNA, P-3810193 Aveiro, Portugal
关键词
Biginelli reaction; Dihydropyrimidinones; Polyoxometalates (POMs); Multicomponent reactions (MCR); Environmentally friendly processes; ONE-POT SYNTHESIS; CALCIUM-CHANNEL BLOCKERS; BIGINELLI REACTION; IMPROVED PROTOCOL; CONDENSATION REACTION; REUSABLE CATALYST; ACID-ESTERS; DIHYDROPYRIMIDINONES; CHLORIDE; DERIVATIVES;
D O I
10.1016/j.tetlet.2016.02.077
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
3,4-Dihydropyrimidinones were synthesized by a multicomponent condensation of an aldehyde, a B-keto ester, and urea, in acetonitrile and ethanol using Keggin and Dawson type polyoxometalates as catalysts. Keggin heteropolyacid, H4SiMO12O40, is more efficient compared to Keggin and Dawson salts and to the Biginelli classical reaction conditions. It leads to good yields and short reaction times. Theoretical calculations let us to confirm the reaction mechanism. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1492 / 1496
页数:5
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