A simple and efficient synthesis of 3,4-dihydropyrimidin-2-(1H)-ones via Biginelli reaction catalyzed by nanomagnetic-supported sulfonic acid

被引:100
作者
Kolvari, Eskandar [1 ]
Koukabi, Nadiya [1 ]
Armandpour, Ozra [1 ]
机构
[1] Semnan Univ, Dept Chem, Semnan 3535119111, Iran
关键词
Nanomagnetic catalyst; Heterogeneous catalyst; Solvent-free route; Microwave irradiation; ONE-POT SYNTHESIS; REUSABLE CATALYST; IONIC LIQUID; DIHYDROPYRIMIDINONES; PROTOCOL; THIONES;
D O I
10.1016/j.tet.2013.10.085
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Nanomagnetic-supported sulfonic acid is found to be a new, powerful, and reusable heterogeneous catalyst for the rapid synthesis of 3,4-dihydropyrimidin-2-(1H)-ones under conventional heating and microwave irradiation. This is the first example of combination of magnetic iron nanoparticles and microwave technique for the multicomponent reaction. The optical behaviors of the 3,4-dihydropyrimidin-2-(1H)-ones have been investigated by UV-vis spectroscopy. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1383 / 1386
页数:4
相关论文
共 35 条
[1]   Acidic task-specific ionic liquid as catalyst of microwave-assisted solvent-free Biginelli reaction [J].
Arfan, A. ;
Paquin, L. ;
Bazureau, J. P. .
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 43 (07) :1058-1064
[2]   Magnetically retrievable catalysts for organic synthesis [J].
Baig, R. B. Nasir ;
Varma, Rajender S. .
CHEMICAL COMMUNICATIONS, 2013, 49 (08) :752-770
[3]   Environmentally benign synthesis of heterocyclic compounds by combined microwave-assisted heterogeneous catalytic approaches [J].
Dastan, Arif ;
Kulkarni, Aditya ;
Toeroek, Bela .
GREEN CHEMISTRY, 2012, 14 (01) :17-37
[4]   A one-pot Biginelli synthesis of 3,4-dihydropyrimidin-2-(1H)-ones/thiones catalyzed by triphenylphosphine as Lewis base [J].
Debache, Abdelmadjid ;
Amimour, Mouna ;
Belfaitah, Ali ;
Rhouati, Salah ;
Carboni, Bertrand .
TETRAHEDRON LETTERS, 2008, 49 (42) :6119-6121
[5]   Indium(III) bromide-catalyzed preparation of dihydropyrimidinones: improved protocol conditions for the Biginelli reaction [J].
Fu, NY ;
Yuan, YF ;
Cao, Z ;
Wang, SW ;
Wang, JT ;
Peppe, C .
TETRAHEDRON, 2002, 58 (24) :4801-4807
[6]   Biginelli reaction starting directly from alcohols [J].
Garima ;
Srivastava, Vishnu P. ;
Yadav, Lal Dhar S. .
TETRAHEDRON LETTERS, 2010, 51 (49) :6436-6438
[7]   Microwave absorption by nanostructural ferric oxide encapsulated within MCM-41 [J].
Guo, HQ ;
Xu, W ;
Cui, MH ;
Yang, NL ;
Akins, DL .
CHEMICAL COMMUNICATIONS, 2003, (12) :1432-1433
[8]   BrOnsted Acidic Ionic Liquid-Catalyzed One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones and Thiones Under Solvent-Free Conditions [J].
Hajipour, Abdol R. ;
Khazdooz, Leila ;
Zarei, Amin .
SYNTHETIC COMMUNICATIONS, 2011, 41 (15) :2200-2208
[9]   Homogeneous and heterogeneous catalysts for multicomponent reactions [J].
Jose Climent, Maria ;
Corma, Avelino ;
Iborra, Sara .
RSC ADVANCES, 2012, 2 (01) :16-58
[10]   Nanocatalysis and Prospects of Green Chemistry [J].
Kalidindi, Suresh Babu ;
Jagirdar, Balaji R. .
CHEMSUSCHEM, 2012, 5 (01) :65-75