Efficient and eco-friendly synthesis of quinoxalines derivatives catalyzed by acidic ionic liquids at room temperature
Subject Areas : Iranian Journal of Catalysis
Eshagh
Rezaee Nezhad
1
(Department of Chemistry, Payame Noor University, 19395-4697 Tehran, Iran.)
Sami
Sajjadifar
2
(Department of Chemistry, Payame Noor University, 19395-4697 Tehran, Iran.)
Sara
Miri
3
(Department of Chemistry, Payame Noor University, 19395-4697 Tehran, Iran.)
Saaid
Karimian
4
(Department of Chemistry, Payame Noor University, 19395-4697 Tehran, Iran.)
Zahra
Abbasi
5
(Department of Chemistry, Payame Noor University, 19395-4697 Tehran, Iran.
Young Researchers and Eliteclub, Department of Chemistry, Ilam Branch, Islamic Azad University, Ilam, Iran.)
Keywords:
Abstract :
[1] S. Antoniotti, E. Duñach, Tetrahedron Lett., 43 (2002) 3971-3973.
[2] E.D. Brock, D.M. Lewis, T.I. Yousaf, H.H. Harper, H.H. WO 9951688, (1999).
[3] S.T. Hazeldine, L. Polin, J. Kushner, J. Paluch, K. White, M. Edelstein, E. Palomino, T. H. Corbett, J. P. Horwitz, J. Med. Chem., 44 (2001) 1758-1776.
[4] F. Rong, S. Chow, S. Yan, G. Larson, Z. Hong, J. Wu, Bioorg. Med. Chem. Lett., 17 (2007) 1663-1666.
[5] R. David, Exp. Opin. Invest. Drug., 7 (1998) 1063-1086.
[6] A. Jaso, B. Zarranz, I. Aldana, A. Monge, J. Med. Chem., 48 (2005) 2019-2025.
[7] R.A. Smits, H.D. Lim, A. Hanzer, O.P. Zuiderveld, E. Guaita, M. Adami, G. Coruzzi, R. Leurs, I. J. P. de Esch, J. Med. Chem., 51 (2008) 2457-2467.
[8] A. Burguete, E. Pontiki, D. Hadjipavlou-Litina, R. Villar, E. Vicente, B. Solano, S. Ancizu, S. Perez-Silanes, I. Aldana, A. Monge, Bioorg. Med. Chem. Lett., 17 (2007) 6439-6443.
[9] M.A. Naylor, M. A. Stephen, J. Nolan, B. Sutton, J. H. Tochcer, E. M. Fielden, G. E. Adams, I. J. Strafford, Anticancer Drug Res., 8 (1993) 439-461.
[10] S. Dailey, J. W. Feast, R. J. Peace, I. C. Sage, S. Till, E. L. Wood, J. Mater. Chem., 11 (2001) 2238-2243.
[11] K.R. Justin Thomas, V. Marappan, T.L. Jiann, C.C. Hao, T. Yu-ai, Chem. Mater., 17 (2005) 1860-1866.
[12] O. Sascha, F. Rudiger, Synlett, (2004) 1509-1512.
[13] T. Eicher, S. Hauptmann, The Chemistry of Heterocycles; Thieme: New York, (1995) 417-434.
[14] J. Barluenga, F. Aznar, R. Liz, M. P. Cabal, Synthesis, (1985) 313-314.
[15] P.A. Petukhov, A.V. Tkachev, Tetrahedron, 53 (1997) 9761-9768.
[16] P. Hazarika, P. Gogoi, D. Konwar, Synth. Commun., 37 (2007) 3447-3454.
[17] S.V. More, M.V.N. Sastry, C.F. Yao, Green Chem., 8 (2006) 91-95.
[18] S. Antoniotti, E. Donach, Tetrahedron Lett., 43 (2006) 3971-3973.
[19] B. Das, K. Venkateswarlu, K. Suneel, A. Majhi, A. Tetrahedron Lett., 48 (2007) 5371-5374.
[20] B. Madhav, S. Narayana Murthy, V. Prakash Reddy, K. Rama Rao, Y.V.D. Nageswar, Tetrahedron Lett., 50 (2009) 6025-6028.
[21] J.P. Wan, S.F. Gan, J.M. Wu, Y.J. Pan, Green Chem., 11 (2009) 1633-1637.
[22] H.M. Meshram, G.S. Kumar, P. Ramesh, R. Chennakesava Reddy, Tetrahedron Lett., 51 (2010) 2580-2585.
[23] S.A. Raw, C.D. Wilfred, R.J.K. Taylor, Chem. Commun., (2003) 2286-2287.
[24] S.A. Raw, C.D. Wilfred, R.J.K. Taylor, Org. Biomol. Chem., 2 (2004) 788-796.
[25] R.S. Robinson, R.J.K. Taylor, Synlett, (2005) 1003-1005.
[26] S.Y. Kim, K.H. Park, Y.K. Chung, Chem. Commun., (2005) 1321-1323.
[27] C.S. Cho, S.G. Oh, J. Mol. Catal. A: Chem., 276 (2007) 205-210.
[28] K.T. Venkateswara Rao, P.S. Sai Prasad, N. Lingaiah, J. Mol. Catal. A: Chem., 312 (2009) 65-69.
[29] K. Niknam, D. Saberi, M. Mohagheghnejad, Molecules, 14 (2009) 1915-1926.
[30] M.M. Heravi, K. Bakhtiari, M.H. Tehrani, N.M. Javadi, H.A. Oskooie, ARKIVOC, xvi (2006) 16-22.
[31] A.R. Hasaninejad, A. Zare, M.R. Mohammadizadeh, M. Shekouhy, ARKIVOC, xiii (2008) 28-35.
[32] D. Bandyopadhyay, S. Mukherjee, R. Rodriguez, B. Banik, Molecules, 15 (2010) 4207-4212.
[33] H.R. Darabi, K. Aghapoor, F. Mohsenzadeh, M.R. Jalali, S. Talebian, L. Ebadi-Nia, E. Khatamifar, A. Aghaee, Bull. Korean Chem. Soc., 32 (2011) 213-218.
[34] R. Bhosale, S. Sarda, S. Ardhapure, W. Jadhav, S. Bhusare, R. Pawar, R. Tetrahedron Lett., 46 (2005) 7183-7183.
[35] W.X. Guo, H.L. Jin, J.X. Chen, F. Chen, J.C. Dinga, H.W. Wu, J. Braz. Chem. Soc., 20 (2009) 1674-1679.
[36] H.R. Darabi, F. Tahoori, K. Aghapoor, F. Taala, F. Mohsenzadeh, J. Braz. Chem. Soc., 19 (2008) 1646-1652.
[37] A. Hasaninejad, A. Zareb, M.R. Mohammadizadeh, Z. Karami, J. Iran. Chem. Soc., 6 (2009) 153-158.
[38] R. Mahesh, A.K. Dhar, T.V.N.V. Sasank, S. Thirunavukkarasu, T. Devadoss, Chin. Chem. Lett., 22 (2011) 389-392.
[39] F. Dong, G. Kai, F. Zhenghao, Z. Xinli, L. Zuliang, Catal. Commun., 9 (2008) 317-320.
[40] A.R. Hasaninejad, A. Zare, M. Shekouhy, A.R. Moosavi-Zare, E-J. Chem., 6 (2009) 247-249.
[41] M.R. Islami, Z. Hassani, ARKIVOC, xv (2008) 280-287.
[42] S. Sajjadifar, S.A. Mirshokraie, N. Javaherneshan, O. Louie, American J. Org. Chem., 2 (2012) 1-6.
[43] F. Pan, T. M. Chen, J. J. Cao, J. P. Zou, W. Zhang, Tetrahedron Lett., 53 (2012) 2508-2510.
[44] A.R. Hajipour, L. Khazdooz, A.E. Ruoho, Catal. Comm., 9 (2008) 89-96.
[45] R. Kore, R. Srivastava, Tetrahedron Lett., 53 (2012) 3245-3249.
[46] H.R. Shaterian, M. Ranjbar, K. Azizi, J. Mol. Liq., 162 (2011) 95-99.
[47] R.S. Bhosale, S.R. Sarda, S.S. Ardhapure, W.N. Jadhav, S.R. Bhusare, R.P. Pawar, Tetrahedron Lett., 46 (2005) 7183-7186.
[48] S.V. More, M.N.V. Sastry, C.C. Wang, C.F. Yao, Tetrahedron Lett., 46 (2005) 6345-6348.
[49] I.A. Kaye, J. Med. Chem., 7 (1964) 240-241.
[50] A. Kumbhar, S. Kamble, M. Barge, G. Rashinkar. R. Salunkhe, Tetrahedron Lett., 53 (2012) 2756-2760.
[51] C. Zhang, Z. Xu, L. Zhang, N. Jiao, Tetrahedron, 68 (2012) 5258-5262.
