Lactic acid, as an efficient catalyst for the one-pot three-component synthesis of 1-amidoalkyl-2-naphthols under thermal solvent-free conditions

Subject Areas : Iranian Journal of Catalysis

Khatereh Khandan-Barani ¹ , Arezo Motamedi-Asl ²

1 - Department of Chemistry, Islamic Azad University, Zahedan Branch, P.O. Box 98135-978, Zahedan, Iran.
2 - Department of Chemistry, Islamic Azad University, Zahedan Branch, P.O. Box 98135-978, Zahedan, Iran

Received: 2014-12-26 Accepted : 2015-05-26 Published : 2015-12-01

Keywords:

References:

[1] J. C. Menendez, Synthesis 15 (2006) 2623-2624.
[2] I. Devi, P.J. Bhuyan, Tetrahedron Lett. 45 (2004) 8625-8627.
[3] D. Prajapati, J.S. Sandhu, Synlett 27 (2004) 235-238.
[4] J. Shimokawa, K. Shirai, A. Tanatani, Y. Hashimoto, K. Nagasawa, Angew. Chem. Int. Ed. 43 (2004) 1559-1562.
[5] A. Domling, I. Ugi, Angew Chem. Int. Ed. 39 (2000) 3168-3210.
[6] P. Cristau, J.P. Vors, J.P. Zhu, Org. Lett. 3 (2001) 4079-4082.
[7] R. Bossio, S. Marcaccini, R. Pepino, T. Torroba, J. Chem. Soc. Perkin Trans. 1 (1996) 229 -234.
[8] T. Akiyama, J. Itoh, K.Yokota, K.Fuchibe, Angew. Chem. Int. Ed. 43 (2004) 1566-1568.
[9] A.Y. Shen, C.T. Tsai, C.L. Chen, Eur. J. Med. Chem. 34 (1999) 877-882.
[10] I. Szatmari, F. Fuloop, Curr. Org. Synth. 1 (2004) 155-165.
[11] R. Hulst, H. Heres, N.C.M.W. Peper, R.M. Kellogg, Tetrahedron: Asymmetry 7 (1996) 1373-1384.
[12] X. Li, C.H. Yeung, A.S.C. Chan, T.K. Yang, Tetrahedron Asymmetry 10 (1999) 759-763.
[13] M.M. Khodaei, A.R. Khosropour, H. Moghanian, Synlett 132 (2006) 916-920.
[14] S.B. Patil, P.R. Singh, M.P. Surpur, S.D. Samant Ultrason Sonochem. 14 (2007) 515-518.
[15] S.A.M. K. Ansari, J.N. Sangshetti, N.D. Kokare, P.S. Wakte, D.B. Shinde, Indian J. Chem. Technol. 17 (2010) 71-73.
[16] H.R. Shaterian, H. Yarahmadi, M. Ghashang, Bioorg. Med. Chem. Lett. 18 (2008) 788-792.
[17] W.K. Su, W.Y. Tang, J.J. Li, J. Chem. Res. (2008) 123-128.
[18] B. Das, K. Laxminarayana, B. Ravikanth, B. R. Rao J. Mol. Catal. A: Chem. 261 (2007) 180-183.
[19] L. Nagarapu, M. Baseeruddin, S. Apuri, S. Kantevari, Catal. Commun. 8 (2007) 1729-1734.
[20] W.Q. Jiang, L.T. An, J.P. Zou, Chin. J. Chem. 26 (2008) 1697-1701.
[21] A. Kumar, M.S. Rao, I. Ahmad, B. Khungar, Can. J. Chem. 87 (2009) 714-719.
[22] S.B. Patil, P.R. Singh, M.P. Surpur, S.D. Samant, Synth. Commun. 37 (2007) 1659-1664.
[23] S. Kantevari, S.V.N. Vuppalapati, L. Nagarapu, Catal. Commun. 8 (2007) 1857-1862.
[24] G. Sabitha, K. Arundhathi, K. Sudhakar, B.S. Sastry, J. S. Yadav, J. Heterocycl. Chem. 47 (2010) 272-
275.
[25] N.L. Chavan, P.N. Naik, S.K. Nayak, R.S. Kusurkar, Synth. Commun. 40 (2010) 2941-2947.
[26] P. Zhang, Z.H. Zhang, Monatsh. Chem. 140 (2009) 199-203.
[27] A. Corma Canos, S. Iborra, A. Velty, Chem. Rev. 107 (2007) 2411-2502.
[28] M. Kangani, N. Hazeri, M.T. Maghsoodlou, K. Khandan-Barani, M. Kheyrollahi, F. Nezhadshahrokhabadi, J. Iran. Chem. Soc, 12 (2015) 47-50.
[29] M. T. Maghsoodlou, N. Hazeri, K. Khandan-Barani, S.M. Habibi-Korassani, A. Abedi, J. Hetercyclic Chem. 51 (2014) E152-E155.
[30] A. Hassanabadi, K. Khandan-Barani, J. Chem. Res. (2013) 71-72.
[31] K. Khandan-Barani, M.T. Maghsoodlou, A. Hassanabadi, M.R. Hosseini-Tabatabaei, J. Saffari, M. Kangani, Res. Chem. Intermed. 41 (2015) 3011-3016.
[32] M.M. Khodaei, A.R. Khosropour, H. Moghanian, Synlett (2006) 916-920.
[33] M. Wang, Y. Liang, T.T. Zhang, J.J. Gao, Chin. Chem. Lett. 23 (2012) 65-68.
[34] A.R. Hajipour, Y. Ghayeb, N. Sheikhan, A. Ruoho, Tetrahedron Lett. 50 (2009) 5649-5651.
[35] N.P. Selvam, P.T. Perumal, Tetrahedron Lett. 47 (2006) 7481-7483.
[36] G.C. Nandi, S. Samai, R. Kumar, M.S. Singh, Tetrahedron Lett. 50 (2009) 7220-7222.
[37] S. Kantevari, S.V.N. Vuppalapati, L. Nagarapu, Catal. Commun. 8 (2007) 1857-1862.
[38] H.R. Shaterian, H. Yarahmadi, M. Ghashang, Tetrahedron 64 (2008) 1263-1269.
[39] J. Luo, Q. Zhang, Monatsh. Chem. 142 (2011) 923-930.
[40] R. Ghorbani-Vaghei, S.M. Malaekehpour, Cent. Eur. J. Chem. 8 (2010) 1086-1089.
[41] S.B. Patil, P.R. Singh, M.P. Surpur, S.D. Samant, Ultrason. Sonochem. 14 (2007) 515-518.
[42] X. H. Cay, H. Guo, Jordan J. Chem. 6 (2011) 17-20.
[43] N. Hazeri, M.T. Maghsoodlou, S.M. Habibi-Korassani, J. Aboonajmi, M. Safarzayi, Chem. Sci. Trans. 2 (2013) S330-S336.
[44] K. Chinna Ashalua, J. Nageshwar Rao, J. Chem. Pharm. Res. 5 (2013) 44-47.