Modified Biginelli condensation by molybdate sulfuric acid as a powerful and reusable catalyst
الموضوعات : Iranian Journal of CatalysisAigin Bashti 1 , Bahador Karami 2 , Saeed Khodabakhshi 3
1 - Department of Chemistry, Shoushtar Branch, Islamic Azad University, Shoushtar, Iran.
2 - Department of Chemistry, Yasouj University, Yasouj, Zip Code: 75918-74831 P.O. Box 353, Iran.
3 - Department of Chemistry, Yasouj University, Yasouj, Zip Code: 75918-74831 P.O. Box 353, Iran.
الکلمات المفتاحية: Solvent-free, Biginelli, Molybdate sulfuric acid, Quinazolinones/thiones,
ملخص المقالة :
Molybdate sulfuric acid (MSA) has been prepared and used as catalyst for the Biginelli synthesis of some quinazolinones/thiones under solvent-free conditions. The catalyst loading is low and it shows recyclability. This method has advantages such as avoidance of the organic solvents, high yield of pure products, short reaction times and operational simplicity.
[1] (a) A. Yahyazadeh, S. Hadesinea, M.S. Daneshmandi, Iran. J. Catal. 2 (2012) 153-156. (b) A. Hasaninejad, A. Zare, M.R. Mohammadizadeha, Z. Karami, J. Iran. Chem. Soc. 6 (2009) 153-158.
[2] A. Shokrolahi, A. Zali, M.A. Zarei, K. Esmaeilpour, Iran. J. Catal. 2 (2012) 91-94.
[3] S. Khodabakhshi, B. Karami, Catal. Sci. Technol. 2 (2012) 1940-1944.
[4] B. Karami, V. Ghashghaee, S. Khodabakhshi, Catal. Commun. 20 (2012) 71-75.
[5] A.V. Ivachtchenko, Y.A. Ivanenkov, V.M. Kysil, M.Y. Krasavin, A.P. Ilyin, Russ. Chem. Rev. 79 (2010) 787-817.
[6] S. Khodabakhshi, B. Karami, K. Eskandari, S.J. Hoseini C. R. Chim. 17 (2014) 35-40.
[7] K. Chen, K. Wang, A.M. Kirichian, A.F. Al Aowad, L.K. Iyer, S.J. Adelstein, A.I. Kassism, Mol. Cancer Ther. 5 (2006) 3001-3013.
[8] A. Dondoni, A. Massi, E. Minghini, S. Sabbatini, V. Bertolasi, J. Org. Chem. 68 (2003) 6172- 6183.
[9] A. Mobinikhaledi, N. Foroughifar, G. M. Karimi, Synth. React. Inorg. 37 (2007) 279-282.
[10] M. Zendehdel, A. Mobinikhaledi, A. Asgari, J. Incl. Phenom. Macro. 60 (2008) 353-357.
[11] C. J. Liu, J.D. Wang, Molecules 14 (2009) 763-770.
[12] M. Tajbakhsh, B. Mohajerani, M.M. Heravi, A.N. Ahmadi, J. Mol. Catal. A: Chem. 236 (2005) 216-219.
[13] A. Mobinikhaledi, N. Foroughifar, H. Khodaei, Eur. J. Chem. 1 (2010) 291-293.
[14] F. Tamaddon, M. Farahi, B. Karami, J. Mol. Catal. A: Chem. 356 (2012) 85-89.
[15] S. Khodabakhshi, M. Baghernejad, Iran. J. Catal. 3 (2013) 67-71
[16] B. Karami, M. Farahi, S. Khodabakhshi, Helev. Chim. Acta 95 (2012) 455-460.
[17] B. Karami, S. Khodabakhshi, M. Nikrooz, Polycycl. Aromat. Compd. 31 (2011) 97-109.
[18] B. Karami, S. Khodabakhshi, F. Hashemi, Tetrahedron Lett. 54 (2013) 3583-3585.
[19] A. Shaabani, A. Sarvary, A. Rahmati, A.H. Rezayan, Lett. Org. Chem. 4 (2007) 68-71.
[20] W. Ried, W. Stephan, Chem. Ber. 95 (1962) 3042-3047.
[21] H. Kotsuki, H. Sakai, H. Morimoto, H. Suenaga. Synlett 12 (1999) 1993-1995.
[22] P. Jones, M. Chambers, Tetrahedron 58 (2002) 9973-9986.
[23] Z. Hasani, M. Islami, M. Kalantari, Bio. Med. Chem. 16 (2006) 4479-4482.
[24] S. Karami, B. Karami, S. Khodabakhshi, J. Chin. Chem. Soc. 60 (2013) 22-26.
[25] S. Kirti, B. Bapurao, S. Murliduar, Tetrahedron 51 (2010) 3616-3618.
