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

来源：

TETRAHEDRON LETTERS | 2016年 / 57卷 / 13期

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

页码：1492 / 1496

页数：5

共 36 条

[21] Studies on Structural Changes and Catalytic Activity of Y-zeolite Composites of 1,3-disulfoimidazolium trifluoroacetate Ionic Liquid (IL) for Three Component Synthesis of 3,4-dihydropyrimidinones
Pinky Gogoi
Arup Kumar Dutta
Ruli Borah
Catalysis Letters, 2017, 147 : 674 - 685
[22] Studies on Structural Changes and Catalytic Activity of Y-zeolite Composites of 1,3-disulfoimidazolium trifluoroacetate Ionic Liquid (IL) for Three Component Synthesis of 3,4-dihydropyrimidinones
Gogoi, Pinky
Dutta, Arup Kumar
Borah, Ruli
CATALYSIS LETTERS, 2017, 147 (03) : 674 - 685
[23] Synthesis and Thermochemical Properties of Three 3,4-Dimethoxyaniline Imine Derivatives: Experimental and Theoretical Studies
Quinonez-Lopez, Raul R.
Ordonez, Mario
Campos-Garcia, J. Baudelio
Delgado-Moreno, Ana I.
Palacios-Sanchez, M. J.
Labastida-Galvan, Victoria
Orozco-Guareno, Eulogio
JOURNAL OF CHEMICAL AND ENGINEERING DATA, 2025,
[24] Theoretical studies on phosphoraniminato derivatives of Keggin-type polyoxometalates [PW11O39{MVNPPh3}]3− (M = Fe, Ru): Electronic structures and bonding features
ChunGuang Liu
XiaoHui Guan
ZhongMin Su
Science China Chemistry, 2012, 55 : 1910 - 1915
[25] Fe3O4@Silica sulfuric acid core–shell composite as a novel nanomagnetic solid acid: synthesis, characterization and application as an efficient and reusable catalyst for one-pot synthesis of 3,4-dihydropyrimidinones/thiones under solvent-free conditions
Ali Reza Kiasat
Jamal Davarpanah
Research on Chemical Intermediates, 2015, 41 : 2991 - 3001
[26] Theoretical studies on phosphoraniminato derivatives of Keggin-type polyoxometalates [PW11O39{MVNPPh3}]3- (M=Fe, Ru): Electronic structures and bonding features
Liu ChunGuang
Guan XiaoHui
Su ZhongMin
SCIENCE CHINA-CHEMISTRY, 2012, 55 (09) : 1910 - 1915
[27] Iron(III) trifluoro acetate and trifluoromethanesulfonate: Recyclable Lewis acid catalysts for one-pot synthesis of 3,4-dihydropyrimidinones or their sulfur analogues and 1,4-dihydropyridines via solvent-free Biginelli and Hantzsch condensation protocols
Adibi, Hadi
Samimi, Heshmat Allah
Beygzadch, Mojtaba
CATALYSIS COMMUNICATIONS, 2007, 8 (12) : 2119 - 2124
[28] Fe3O4@Silica sulfuric acid core-shell composite as a novel nanomagnetic solid acid: synthesis, characterization and application as an efficient and reusable catalyst for one-pot synthesis of 3,4-dihydropyrimidinones/thiones under solvent-free conditions
Kiasat, Ali Reza
Davarpanah, Jamal
RESEARCH ON CHEMICAL INTERMEDIATES, 2015, 41 (05) : 2991 - 3001
[29] Theoretical studies on phosphoraniminato derivatives of Keggin-type polyoxometalates [PW11O39{M~VNPPh3}]3-(M = Fe,Ru):Electronic structures and bonding features
LIU ChunGuang 1
Science China(Chemistry), 2012, (09) : 1910 - 1915
[30] Application of catalysts in the synthesis of 4-(4-(dimethylamino)benzylidene)-3-methylisoxazol-5(4H)-one: experimental and theoretical studies
Shazalia Mahmoud Ahmed Ali
Amani Chrouda
Manahil Babiker Elamin
Ibrahim S. Yahia
Heba Y. Zahran
Samer H. Zyoud
Applied Physics A, 2022, 128

← 1 2 3 4 →