Microwave assisted solvent-free synthesis of dihydropyrimidinones by Biginelli reaction over Si-MCM-41 supported FeCl3 catalyst

被引:113
作者
Choudhary, VR [1 ]
Tillu, VH [1 ]
Narkhede, VS [1 ]
Borate, HB [1 ]
Wakharkar, RD [1 ]
机构
[1] Natl Chem Lab, Pune 411008, Maharashtra, India
关键词
Biginelli reaction; synthesis of dihydropyrimidinones; FeCl3/Si-MCM-41;
D O I
10.1016/S1566-7367(03)00111-0
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
Among the Si-MCM-41 or montmorillonite K 10 clay supported ZnCl2, AlCl3, GaCl3, InCl3 and FeCl3 catalysts, FeCl3/Si-MCM-41 shows best performance for the microwave-assisted synthesis of dihydropyrimidinones by the Biginelli reaction involving multicomponent condensation of aromatic aldehyde, ethyl acetoacetate and urea in the absence of any solvent. It is a promising catalyst for the microwave-assisted reaction providing high product yield in a short period (3.0-5.0 min). (C) 2003 Elsevier B.V. All rights reserved.
引用
收藏
页码:449 / 453
页数:5
相关论文
共 23 条
[1]   SUBSTITUTED 1,4-DIHYDROPYRIMIDINES .3. SYNTHESIS OF SELECTIVELY FUNCTIONALIZED 2-HETERO-1,4-DIHYDROPYRIMIDINES [J].
ATWAL, KS ;
ROVNYAK, GC ;
OREILLY, BC ;
SCHWARTZ, J .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (25) :5898-5907
[2]  
Biginelli P., 1893, GAZZ CHIM ITAL, V23, P360
[3]   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
[4]   Unprecedented catalytic three component one-pot condensation reaction: An efficient synthesis of 5-alkoxycarbonyl-4-aryl-3,4-dihydropyrimidin-2(1H)-ones [J].
Hu, EH ;
Sidler, DR ;
Dolling, UH .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (10) :3454-3457
[5]  
Kappe CO, 1997, TETRAHEDRON, V53, P2803
[6]  
KAPPE CO, 1993, TETRAHEDRON, V49, P6937
[7]   Synthesis and reactions of Biginelli compounds, part 19 - X-ray structure, conformational analysis, enantioseparation, and determination of absolute configuration of the mitotic kinesin Eg5 inhibitor monastrol [J].
Kappe, CO ;
Shishkin, OV ;
Uray, G ;
Verdino, P .
TETRAHEDRON, 2000, 56 (13) :1859-1862
[8]   Biologically active dihydropyrimidones of the Biginelli-type - a literature survey [J].
Kappe, CO .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2000, 35 (12) :1043-1052
[9]   Polyphosphate ester-mediated synthesis of dihydropyrimidines. Improved conditions for the Biginelli reaction [J].
Kappe, CO ;
Falsone, SF .
SYNLETT, 1998, (07) :718-720
[10]   An efficient synthesis of 5-alkoxycarbonyl-4-aryl-3,4-dihydro-pyrimidin-2(1H)-ones catalyzed by KSF montmorillonite [J].
Lin, HX ;
Ding, JC ;
Chen, XT ;
Zhang, ZY .
MOLECULES, 2000, 5 (12) :1240-1243