Catalytic Synthesis of 2,3-Diphenylquinoxalines at Room Temperature Using Silica Supported Preyssler Heteropolyacid Catalysts, H14[NaP5W30O110]/SiO2
American Journal of Heterocyclic Chemistry
Volume 1, Issue 1, April 2015, Pages: 13-20
Received: Apr. 10, 2015; Accepted: Apr. 22, 2015; Published: Apr. 28, 2015
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Authors
Ali Gharib, Department of Chemistry, Islamic Azad University, Mashhad, Iran; Department of Chemistry, Agricultural Researches and Services Center, Mashhad, Iran
Nader Noroozi Pesyan, Department of Chemistry, Faculty of Science, Urmia University, Urmia, Iran
Leila Vojdani Fard, Education Ministry, Education Organization of Razavi Khorasan, Mashhad, Iran
Mina Roshani, Department of Chemistry, Islamic Azad University, Mashhad, Iran
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Abstract
The reaction of Preyssler heteropolyacid, which was used as a catalyst for the room temperature synthesis of quinoxaline derivatives from 1,2-diamino compounds and 1,2-dicarbonyl compounds. The catalyst could be recycled and reused several times without any loss of efficiency.
Keywords
Quinoxalines, 1,2-Diamino Compounds, 1,2-Dicarbonyl Compounds, Preyssler, Catalyst
To cite this article
Ali Gharib, Nader Noroozi Pesyan, Leila Vojdani Fard, Mina Roshani, Catalytic Synthesis of 2,3-Diphenylquinoxalines at Room Temperature Using Silica Supported Preyssler Heteropolyacid Catalysts, H14[NaP5W30O110]/SiO2, American Journal of Heterocyclic Chemistry. Vol. 1, No. 1, 2015, pp. 13-20. doi: 10.11648/j.ajhc.20150101.13
References
[1]
I. V. Kozhevnikov, Russ. Chem. Rev. 1987, 56, 811.
[2]
I. V. Kozhevnikov, Catal. Rev. Sci. Eng. 1995, 37, 311.
[3]
M. Misono, Catal. Rev. Sci. Eng. 1987, 29, 269.
[4]
M. Misono, Stud. Surf. Sci. Catal. 1993, 75, 69.
[5]
M. Misono, N. Nojiri, Appl. Catal. 1990, 64, 1.
[6]
T. Okuhara, N. Mizuno, M. Misono, Adv. Catal. 1996, 41, 113.
[7]
I. V. Kozhevnikov, Appl. Catal. A: Gen. 2003, 256, 3.
[8]
I. V. Kozhevnikov, Chem. Rev. 1998, 98, 171.
[9]
I. V. Kozhevnikov, K. I. Matveev, Appl. Catal. 1983, 5, 135.
[10]
S. T. Hazeldine, L. Polin, J. Kushner, J. Paluch, K. White, M. Edelstein, E. Palomino, T. H. Corbett, J. P. Horwitz, Design, J. Med. Chem. 2001, 44, 1758.
[11]
L. E. Seitz, W. J. Suling, R. C. Reynolds, J. Med. Chem. 2002, 45, 5604.
[12]
M. M. Badran, S. Botros, A. A. El-Gendy, N. A. Abdou, H. El-Assi, A. Salem, Bull. Pharm. Sci. 2001, 24, 135.
[13]
C. Bailly, S. Echepare, F. Gago, M. J. Waring, Anti Canc. Drug Des. 1999, 14, 291.
[14]
K. Sato, O. Shiratori, K. Katagiri, J. Antibiot. 1967, 20, 270.
[15]
F. F. Becker, C. Mukhopadhyay, L. Hackfeld, I. Banik, B. K. Banik, Bioorg. Med. Chem. 2000, 8, 2693.
[16]
B. K. Banik, F. F. Becker, Bioorg. Med. Chem. 2001, 9, 593.
[17]
B. K. Banik, F. F. Becker, Synthesis, Curr. Med. Chem. 2001, 8, 1513.
[18]
B. K. Banik, F. F. Becker, I. Banik, Bioorg. Med. Chem. 2004, 12, 2523.
[19]
I. Banik, F. F. Becker, B. K. Banik, J. Med. Chem. 2003, 46, 12.
[20]
J. F. Zhou, G. X. Gong, S. J. Zhi, X. L. Duan, Synth. Commun. 2009, 39, 3743.
[21]
S. V. More, M. N. V. Sastry, C.-F. Yao, Green Chem. 2006, 8, 91.
[22]
G. Sakata, K. Makino,Y. Kurasama, Heterocycles. 1998, 27, 2481.
[23]
L. E. Seitz, W. J. Suling, R. C. Reynolds, J. Med. Chem. 2002, 45, 5604.
[24]
S. Dailey, J. W. Feast, R. J. Peace, I. C. Sage, S. Till, E. L. Wood, J. Mater. Chem. 2001, 11, 2238.
[25]
T. Mizuno, W. H. Wei, L. R. Eller, J. L. Sessler, J. Am. Chem. Soc. 2002, 124, 1134.
[26]
J. C. Crossley, L. A. Johnston, Chem. Commun. 2002, 1122.
[27]
D. J. Brown, Quinoxalines: supplement II. In The Chemistry of Heterocyclic Compounds; Taylor, E.C., Wipf, P., Eds.; John Wiley & Sons: Hoboken, NJ, USA, 2004.
[28]
S. Antoniotti, E. Donach, Tetrahedron Lett. 2002, 43, 3971.
[29]
R. S. Robinson, R. J. K. Taylor, Synlett. 2005, 1003.
[30]
S. A. Raw, C. D. Wilfred, R. J. K. Taylor, Org. Biomol. Chem. 2004, 2, 788.
[31]
C. Venkatesh, B. Singh, P. K. Mahata, H. Ha, H. Junjappa, Org. Lett. 2005, 7, 2169.
[32]
N. P. Xekoukoulotakis, M. C. P. Hadjiantonious, A. J. Maroulis, Tetrahedron Lett. 2000, 41, 10299.
[33]
S. A. Kotharkar, D. B. Shinde, J. Iran. Chem. Soc. 2006, 3, 267.
[34]
M. M. Heravi, M. H. Tehrani, K. Bakhtiari, H. A. Oskooie, Catal. Commun. 2007, 8, 1341.
[35]
C. S. Cho, S. G. Oh, J. Mol. Catal. A Chem. 2007, 276, 205.
[36]
T. K. Huang, R. Wang, L. Shi, X. X. Lu, Catal. Commun. 2008, 9, 1143.
[37]
T. M. Portewar, S. A. Ingale, K. V. Srinivasan, Synth. Commun. 2008, 38, 3601.
[38]
K. Niknam, M. A. Zolfigol, Z. Tavakoli, Z. Heydari, J. Chin. Chem. Soc. 2008, 55, 1373.
[39]
A. Hasaninejad, A. Zare, M. R. Mohammadizadeh, M. Shekouhy, ARKIVOC. 2008, xiii, 28.
[40]
A. Kamal, K. L. Reddy, V. Devaiah, N. Shankaraiah, M. V. Rao, Mini Rev. Med. Chem. 2006, 6, 71.
[41]
C. Srinivas, C. N. S. S. P. Kumar, V. J. Rao, S. Palaniappan, J. Mol. Catal. A: Chem. 2007, 265, 227.
[42]
R. S. Robinson, R. J. K. Taylor, Synlett. 2005, 1003.
[43]
F. F. Bamoharram, M. M. Heravi, M. Roshani, A. Gharib, M. Jahangir, Journal of the Chinese Chemical Society. 2007, 54, 1017.
[44]
Wu. Shanshan, Z. Weihong, W. Jum, R. Xiaoqian, Catal. Lett. 2008, 123, 276.
[45]
J. Kawakami, M. Duncton, D. Sherman, H. Y. He, A. Kiselyov, B. Pytowski, WO pat. 2,005,007, 099 (CA 142:176856), 2005.
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