Browse > Article
http://dx.doi.org/10.5012/bkcs.2013.34.12.3677

Novel Tri- and Tetra-substituted Pyrimido[4,5-d]pyridazines: Regiospecific Synthesis Catalyzed by Silica Supported Yttrium Trinitrate  

Karami, Bahador (Department of Chemistry, Yasouj University)
Akrami, Sedigheh (Department of Chemistry, Yasouj University)
Khodabakhshi, Saeed (Department of Chemistry, Yasouj University)
Publication Information
Bulletin of the Korean Chemical Society / v.34, no.12, 2013 , pp. 3677-3680 More about this Journal
Abstract
Novel tri- and tetra-substituted pyrimido[4,5-d]pyridazines-2(1H,3H,7H)-ones have been synthesized via the regiospecific condensation reaction of hydrazine derivatives with 5-acetyl-4-aryloyl-6-methyl-3,4-dihydropyrimidinones in the presence of $SiO_2-Y(NO_3)_3$ as a green and recyclable catalyst under solvent-free conditions. All products were obtained in high yields and short reaction time. Employing this method is in accord with green chemistry principles.
Keywords
Pyrimido[4,5-d]pyridazines; Silica supported yttrium trinitrate; Hydrazine; Solvent-free;
Citations & Related Records
Times Cited By KSCI : 2  (Citation Analysis)
연도 인용수 순위
1 Singh, K.; Arora, D.; Singh, K.; Singh, S. Mini. Rev. Med. Chem. 2009, 9, 95.   DOI   ScienceOn
2 Giovannoni, M. P.; Vergelli, C.; Cilibrizzi, A.; Crocetti, L.; Biancalani, C.; Graziano, A.; Piaz, V. D.; Loza, M. I.; Cadavid, M. I.; Diaz, J. L.; Gavalda, A. Bioorg. Med. Chem. Lett. 2010, 18, 7890.   DOI   ScienceOn
3 Feixas, J.; Giovannoni, M. P.; Vergelli, C.; Gavalda, A.; Cesari, N.; Graziano, A.; Dal Piaz, V. Bioorg. Med. Chem. Lett. 2005, 15, 2381.   DOI   ScienceOn
4 Stanovnik, B.; Tisler, M. Tetrahedron Lett. 1968, 9, 33.   DOI   ScienceOn
5 Distefano, L.; Castle, R. N. J. Heterocycl. Chem. 1968, 5, 845.   DOI
6 Turbiak, A. J.; Kampf, J. W.; Showalter, H. D. H. Tetrahedron Lett. 2010, 51, 1326.   DOI   ScienceOn
7 Rosa, F. A.; Machado, P.; Fiss, G. F.; Vargas, P. S.; Fernandes, T. S.; Bonacorso, H. G.; Zanatta, N.; Martins, M. A. P. Synthesis 2008, 3639.
8 Karami, B.; Haghighijou, Z.; Farahi, M.; Khodabakhshi, S. Phosphorus Sulfur Silicon Relat. Elem. 2012, 187, 754.   DOI   ScienceOn
9 Karami, B.; Khodabakhshi, S.; Nikrooz, M. Polycyclic. Aromat. Compd. 2011, 31, 97.   DOI   ScienceOn
10 Karami, B.; Khodabakhshi, S.; Hashemi, F. Tetrahedron Lett. 2013, 54, 3583.   DOI   ScienceOn
11 Karami, B.; Khodabakhshi, S.; Eskandari, K. Tetrahedron Lett. 2012, 53, 1445.   DOI   ScienceOn
12 Karami, B.; Eskandari, K.; Khodabakhshi, S. Arkivoc 2012, (ix), 76.
13 Karami, B.; Farahi, M.; Khodabakhshi, S. Helv. Chim. Acta 2012, 95, 455.   DOI   ScienceOn
14 Karami, B.; Hoseini, S. J.; Eskandari, K.; Ghasemi, A.; Nasrabadi, H. Catal. Sci. Technol. 2012, 2, 331.   DOI
15 Karami, B.; Ghashghaee, V.; Khodabakhshi, S. Catal. Commun. 2012, 20, 71.   DOI   ScienceOn
16 Karami, B.; Khodabakhshi, S.; Safikhani, N.; Arami, A. Bull. Korean Chem. Soc. 2012, 33, 754.
17 Jeon, S.-J.; Li, H.; Walsh, P. J. J. Am. Chem. Soc. 2005, 127, 16416.   DOI   ScienceOn
18 Karami, B.; Khodabakhshi, S.; Vahabinia, H. R. Heterocyles 2013, 87, 399.   DOI
19 Khodabakhshi, S.; Karami, B. Catal. Sci. Technol. 2012, 2, 1940.   DOI
20 Mello, R.; Alcalde-Aragoneis, A.; Gonzalez Nunez, M. E.; Asensio, G. J. Org. Chem. 2012, 77, 6409.   DOI   ScienceOn
21 Khalafi-Nezhad, A.; Panahi, F. Green. Chem. 2011, 13, 2408.   DOI   ScienceOn
22 Pourmousavi, S. A.; Kazemi, S. S. Monatsh. Chem. 2012, 143, 917.   DOI
23 Dawood, K. M.; Kandeel, Z. E.; Farag, A. M. Heteroatom Chem. 1999, 10, 417.   DOI
24 (a) Karami, B.; Montazerozohori, M.; Karimipour, G. R.; Habibi, M. H. Bull. Korean Chem. Soc. 2005, 26, 1431.   DOI   ScienceOn
25 (b) Karami, B.; Montazerozohori, M.; Habibi, M. H. Bull. Korean Chem. Soc. 2005, 26, 1125.   DOI   ScienceOn