A novel protocol for solvent-free synthesis of 4,6-diaryl-3,4-dihydropyrimidine-2(1H)-ones catalyzed by metal oxide–MWCNTs nanocomposites

作者: Javad Safari , Soheila Gandomi-Ravandi

DOI: 10.1016/J.MOLSTRUC.2014.05.012

关键词:

摘要: A Biginelli-like condensation is described using acetophenone as active methylene compound with aldehydes and urea to furnish pyrimidinone analogues under solvent-free conditions. In this paper, besides the preparation of nanocomposites based on MWCNTs, our investigations have been focused catalytic efficiency metal oxide–MWCNTs composites. The requisites a good catalyst are high activity, selectivity, reusability, reasonable cost long lifetime. application conditions transition oxides decorated–MWCNTs (MOx–MWCNTs) attractive, effective reusable catalysts leads efficient synthesis 4,6-diaryl-3,4-dihydropyrimidin-2-(1H)-ones. This recyclable heterogeneous system provides simple strategy generate variety pyrimidinones Utilization easy reaction condition, green catalyst, reduced environmental impacts work-up make methodology an interesting option for eco-friendly compounds.

参考文章(51)
Javad Azizian, Ali A. Mohammadi, Ali R. Karimi, Mohammad R. Mohammadizadeh, KAl(SO4)2·12H2O supported on silica gel as a novel heterogeneous system catalyzed biginelli reaction: One-pot synthesis of di-hydropyrimidinones under solvent-free conditions Applied Catalysis A-general. ,vol. 300, pp. 85- 88 ,(2006) , 10.1016/J.APCATA.2005.11.001
S V Vdovina, Vakhid A Mamedov, New potential of the classical Biginelli reaction Russian Chemical Reviews. ,vol. 77, pp. 1017- 1053 ,(2008) , 10.1070/RC2008V077N12ABEH003894
Jimin Du, Lei Fu, Zhimin Liu, Buxing Han, Zhonghao Li, Yunqi Liu, Zhenyu Sun, Daoben Zhu, Facile Route to Synthesize Multiwalled Carbon Nanotube/Zinc Sulfide Heterostructures: Optical and Electrical Properties Journal of Physical Chemistry B. ,vol. 109, pp. 12772- 12776 ,(2005) , 10.1021/JP051284I
C. Oliver Kappe, 100 years of the biginelli dihydropyrimidine synthesis Tetrahedron. ,vol. 49, pp. 6937- 6963 ,(1993) , 10.1016/S0040-4020(01)87971-0
Y Zhang, Nathan W Franklin, Robert J Chen, Hongjie Dai, Metal coating on suspended carbon nanotubes and its implication to metal–tube interaction Chemical Physics Letters. ,vol. 331, pp. 35- 41 ,(2000) , 10.1016/S0009-2614(00)01162-3
Xiao-Feng Guo, Da-Young Jang, Hyung-Gyu Jang, Geon-Joong Kim, Hydrogenation and dehydrogenation reactions catalyzed by CNTs supported palladium catalysts Catalysis Today. ,vol. 186, pp. 109- 114 ,(2012) , 10.1016/J.CATTOD.2011.11.001
Elena V Koroleva, K N Gusak, Zh V Ignatovich, Synthesis and applications of 2-aminopyrimidine derivatives as key intermediates in chemical synthesis of biomolecules Russian Chemical Reviews. ,vol. 79, pp. 655- 681 ,(2010) , 10.1070/RC2010V079N08ABEH004116
Vincenza D’Anna, Dario Duca, Francesco Ferrante, Gianfranco La Manna, DFT studies on catalytic properties of isolated and carbon nanotube supported Pd9 cluster–I: adsorption, fragmentation and diffusion of hydrogen Physical Chemistry Chemical Physics. ,vol. 11, pp. 4077- 4083 ,(2009) , 10.1039/B820707K
B. Hemmateenejad, R. Miri, N. Edraki, M. Khoshneviszadeh, A. Shafiee, Molecular modeling and QSAR analysis of some 4,5-dichloroimidazolyl-1,4-DHP-based calcium channel blockers Journal of The Iranian Chemical Society. ,vol. 4, pp. 182- 193 ,(2007) , 10.1007/BF03245965