Calcium oxide nanoparticles catalyzed one-step multicomponent synthesis of highly substituted pyridines in aqueous ethanol media

被引:72
作者
Safaei-Ghomi, J. [1 ]
Ghasemzadeh, M. A. [1 ]
Mehrabi, M. [2 ]
机构
[1] Univ Kashan, Fac Chem, Dept Organ Chem, Kashan, Iran
[2] Univ Kashan, Inst Nano Sci & Nano Technol, Kashan, Iran
关键词
Multicomponent reactions; Nanoparticles; Calcium oxide; Poly functionalized pyridines; Heterogeneous catalyst; One-pot; 3-COMPONENT SYNTHESIS; SUNFLOWER OIL; FUNCTIONALIZED PYRIDINES; CARBONYL-COMPOUNDS; ONE-POT; 1,4-DIHYDROPYRIDINES; BIODIESEL; ADENOSINE; WATER; METHODOLOGY;
D O I
10.1016/j.scient.2012.12.037
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
An efficient one-pot three-component condensation of aldehydes, thiols and malononitrile has been developed in the presence of calcium oxide nanoparticles. Highly substituted pyridines as privileged medicinal scaffolds have been efficiently prepared via carbon-carbon and carbon-heteroatom bond formation. This method provides a novel and improved approach for the synthesis of 2-amino-4-aryl-3,5-dicyano-6-sulfanylpyridines in terms of excellent yields, short reaction times, reusability and little catalyst loading. (C) 2013 Sharif University of Technology. Production and hosting by Elsevier B.V. All rights reserved.
引用
收藏
页码:549 / 554
页数:6
相关论文
共 47 条
[1]   Synthesis of 3-aroylnicotinonitriles from aroylketene dithioacetals [J].
Anabha, E. R. ;
Nirmala, K. N. ;
Thomas, Abraham ;
Asokan, C. V. .
SYNTHESIS-STUTTGART, 2007, (03) :428-432
[2]  
Anderson David R., 2004, PCT Int. Appl., Patent No. [2004055015, WO 2004055015 A1]
[3]  
Astruc D., 2008, Nanoparticles and Catalysis, V1
[4]   One-step, three-component synthesis of highly substituted pyridines using silica nanoparticle as reusable catalyst [J].
Banerjee, Subhash ;
Sereda, Grigoriy .
TETRAHEDRON LETTERS, 2009, 50 (50) :6959-6962
[5]   New, non-adenosine, high-potency agonists for the human adenosine A2B receptor with an improved selectivity profile compared to the reference agonist n-ethylcarboxamidoadenosine [J].
Beukers, MW ;
Chang, LCW ;
Künzel, JKVD ;
Mulder-Krieger, T ;
Spanjersberg, RF ;
Brussee, J ;
Ijzerman, AP .
JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (15) :3707-3709
[6]  
Bing Z., 2007, NANOTECHNOLOGY CATAL, V3
[7]   Synthesis of Polyacrylic Acid Stabilized Amorphous Calcium Carbonate Nanoparticles and Their Application for Removal of Toxic Heavy Metal ions in Water [J].
Cai, Guo-Bin ;
Zhao, Gui-Xia ;
Wang, Xiang-Ke ;
Yu, Shu-Hong .
JOURNAL OF PHYSICAL CHEMISTRY C, 2010, 114 (30) :12948-12954
[8]   A series of ligands displaying a remarkable agonistic-antagonistic profile at the adenosine A1 receptor [J].
Chang, LCW ;
Künzel, JKVF ;
Mulder-Krieger, T ;
Spanjersberg, RF ;
Roerink, SF ;
van den Hout, G ;
Beukers, MW ;
Brussee, J ;
IJzerman, AP .
JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (06) :2045-2053
[9]  
Chen H., 2005, WO, Patent No. [2005058315A1, 2005058315, 2005/058315]
[10]   Synthesis and antiproliferative activity of 2,6-dibenzylamino-3,5-dicyanopyridines on human cancer cell lines [J].
Cocco, MT ;
Congiu, C ;
Lilliu, V ;
Onnis, V .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2005, 40 (12) :1365-1372