Nickel nanoparticle-catalyzed facile and efficient one-pot synthesis of polyhydroquinoline derivatives via Hantzsch condensation under solvent-free conditions

被引:262
作者
Sapkal, Suryakant B. [1 ]
Shelke, Kiran F. [1 ]
Shingate, Bapurao B. [1 ]
Shingare, Murlidhar S. [1 ]
机构
[1] Dr Babasaheb Ambedkar Marathwada Univ, Dept Chem, Aurangabad 431004, Maharashtra, India
关键词
Nanoparticle; Polyhydroquinoline derivative; Hantzsch condensation; Green chemistry; HYDROGEN-TRANSFER REDUCTION; MULTICOMPONENT REACTION; 1,4-DIHYDROPYRIDINES; CLAY;
D O I
10.1016/j.tetlet.2009.01.140
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Polyhydroquinoline derivatives have been prepared efficiently in a one-pot synthesis via Hantzsch condensation using nanosized Nickel (Ni) as a heterogeneous catalyst. The present method does not involve any hazardous organic solvents or catalysts. The smaller size of Ni (80 +/- 0.5 nm) having a higher surface to volume ratio has promising features for the reaction response such as the shortest reaction time, excellent product yields, simple work-up procedure, and purification of products by non-chromatographic methods. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1754 / 1756
页数:3
相关论文
共 30 条
[1]   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 [J].
Adibi, Hadi ;
Samimi, Heshmat Allah ;
Beygzadch, Mojtaba .
CATALYSIS COMMUNICATIONS, 2007, 8 (12) :2119-2124
[2]   Hydrogen-transfer reductive amination of aldehydes catalysed by nickel nanoparticles [J].
Alonso, Francisco ;
Riente, Paola ;
Yus, Miguel .
SYNLETT, 2008, (09) :1289-1292
[3]   Hydrogen-transfer reduction of carbonyl compounds promoted by nickel nanoparticles [J].
Alonso, Francisco ;
Riente, Paola ;
Yus, Miguel .
TETRAHEDRON, 2008, 64 (08) :1847-1852
[4]   Hydrogen-transfer reduction of carbonyl compounds catalysed by nickel nanoparticles [J].
Alonso, Francisco ;
Riente, Paola ;
Yus, Miguel .
TETRAHEDRON LETTERS, 2008, 49 (12) :1939-1942
[5]  
Boer Rainer, 1995, Drugs of the Future, V20, P499
[6]   4-ARYLDIHYDROPYRIDINES, A NEW CLASS OF HIGHLY-ACTIVE CALCIUM-ANTAGONISTS [J].
BOSSERT, F ;
MEYER, H ;
WEHINGER, E .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1981, 20 (09) :762-769
[7]  
Bretzel R.G., 1992, DRUGS PUT, V17, P465
[8]  
BRETZEL RG, 1993, AM J KIDNEY DIS, V21, P53
[9]   Synthesis of nickel nanoparticles in water-in-oil microemulsions [J].
Chen, DH ;
Wu, SH .
CHEMISTRY OF MATERIALS, 2000, 12 (05) :1354-1360
[10]   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