Cobalt Nanoparticles Promoted Highly Efficient One Pot Four-Component Synthesis of 1,4-Dihydropyridines under Solvent-Free Conditions

被引:28
作者
Safari, Javad [1 ]
Banitaba, Sayed Hossein [1 ]
Khalili, Shiva Dehghan [1 ,2 ]
机构
[1] Univ Kashan, Dept Organ Chem, Coll Chem, Organ Chem Res Lab, Kashan 8731751167, Iran
[2] Islamic Azad Univ, Najafabad Branch, Najafabad 8514143131, Iran
关键词
cobalt nanoparticle; 1,4-dihydropyridine; four-component condensation; heterogeneou catalyst; magnetically separable catalyst; ONE-STEP SYNTHESIS; POLYHYDROQUINOLINE DERIVATIVES; HANTZSCH REACTION; COMBINATORIAL SYNTHESIS; CHANNEL ANTAGONISTS; HYDROFORMYLATION; CATALYST; FACILE; CONDENSATION; TEMPERATURE;
D O I
10.1016/S1872-2067(10)60295-1
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A straightforward and general method has been developed for the synthesis of C(5)-unsubstitiuted 1,4-dihydropyridines by a reaction using dimedone, acetophenone, aromatic aldehydes, and ammonium acetate in the presence of a catalytic amount of Co nanoparticles as a heterogeneous and eco-friendly catalyst with high catalytic activity at room temperature under solvent-free conditions. This catalyst is easily separated by magnetic devices and can be reused without any apparent loss of activity for the reaction. In addition, it is very interesting that when using Co nanoparticles as a catalyst, spatially-hindered aldehydes such as 2-methoxy-, 2-fluoro-, and 2-chloro-aldehydes are suitable for this reaction.
引用
收藏
页码:1850 / 1855
页数:6
相关论文
共 40 条
[1]  
Anastas P., 1998, GREEN CHEM THEORY PR
[2]   PROGRESS IN HYDROFORMYLATION AND CARBONYLATION [J].
BELLER, M ;
CORNILS, B ;
FROHNING, CD ;
KOHLPAINTNER, CW .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1995, 104 (01) :17-85
[3]  
BOECKER RH, 1986, J MED CHEM, V29, P1596
[4]  
Bretzel R.G., 1992, DRUGS PUT, V17, P465
[5]  
BRETZEL RG, 1993, AM J KIDNEY DIS, V21, P53
[6]   Rh(0) nanoparticles as catalyst precursors for the solventless hydroformylation of olefins [J].
Bruss, Arnoldo J. ;
Gelesky, Marcos A. ;
Machado, Giovanna ;
Dupont, Jairton .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 252 (1-2) :212-218
[7]   Synthesis of polyhydroquinoline derivatives under solvent-free conditions [J].
Chen, WY ;
Lu, J ;
Jin, JR .
LETTERS IN ORGANIC CHEMISTRY, 2006, 3 (04) :317-319
[8]   P-TSA catalyzed facile and efficient synthesis of polyhydroquinoline derivatives through Hantzsch multi-component condensation [J].
Cherkupally, Sanjeeva Reddy ;
Mekala, Raghu .
CHEMICAL & PHARMACEUTICAL BULLETIN, 2008, 56 (07) :1002-1004
[9]   An efficient one-step synthesis of 1,4-dihydropyridines via a triphenylphosphine-catalyzed three-component Hantzsch reaction under mild conditions [J].
Debache, Abdelmadjid ;
Ghalem, Wassima ;
Boulcina, Raouf ;
Belfaitah, Ali ;
Rhouati, Salah ;
Carboni, Bertrand .
TETRAHEDRON LETTERS, 2009, 50 (37) :5248-5250
[10]   Higher olefin hydroformylation in organic/aqueous biphasic system accelerated by double long-chain cationic surfactants [J].
Fu, Haiyan ;
Li, Min ;
Chen, Hua ;
Li, Xianjun .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 259 (1-2) :156-160