Snail shell as a natural and highly efficient catalyst for the synthesis of imidazole derivatives

Subject Areas : Iranian Journal of Catalysis

Zakaria Benzekribe ¹ (Laboratory of Organic Chemistry, Organometallic and Theoretical. Faculty of Sciences, Ibn Tofaïl University, BO 133, 14000 Kenitra, Morocco.)
Houda Serrar ² (Laboratory of Organic Chemistry, Organometallic and Theoretical. Faculty of Sciences, Ibn Tofaïl University, BO 133, 14000 Kenitra, Morocco.)
Abdelkebir Zarguil ³ (Laboratory of Organic Chemistry, Organometallic and Theoretical. Faculty of Sciences, Ibn Tofaïl University, BO 133, 14000 Kenitra, Morocco.)
Said Boukhris ⁴ (Laboratory of Organic Chemistry, Organometallic and Theoretical. Faculty of Sciences, Ibn Tofaïl University, BO 133, 14000 Kenitra, Morocco.)
Abdelaziz Souizi ⁵ (Laboratory of Organic Chemistry, Organometallic and Theoretical. Faculty of Sciences, Ibn Tofaïl University, BO 133, 14000 Kenitra, Morocco.)

Received: 2017-09-11 Accepted : 2017-11-17 Published : 2018-03-01

Keywords:

References:

[1] B.L. Vallee, D.S. Auld, Biochemistry 29 (1990) 5647-5659.
[2] S.K. Thompson, K.H.M. Murthy, B. Zhao, E. Winborne, D.W. Green, S.M. Fisher, R.L. Desjarlais, T.A. Tomaszek, T.D. Meek, J. Med. Chem. 37 (1994) 3100-3107.
[3] H. Sensui, M. Gonda, T. Ohara, Jpn. Kokai Tokkyo Koho (1987) JP 6294841.
[4] T. Maier, R. Schmierer, K. Bauer, H. Bieringer, H. Buerstell, B. Sachse, US Patent (1989) 4820335.
[5] S.E. Wolkenberg, D.D. Wisnosak, W.H. Leister, Y. Wang, Z. Zhao, C.W. Lindsley, Org. Lett. 6 (2004) 1453-1456.
[6] A.F. Pozherskii, A.T. Soldatenkov, A.R. Katritzky, Heterocycles in Life Society, Wiley, New York, 2011.
[7] J.G. Lombardino, E.H. Wiseman, J. Med. Chem. 17 (1974) 1182-1188.
[8] J.W. Blank, G.J. Durant, J.C. Emmett, C.R. Ganellin, Nature 248 (1974) 65-67.
[9] B.A. Omotowa, J.M. Shreeve, Organometallics 23 (2004) 783-791.
[10] P. Koch, C. Bäuerlein, H. Jank, S. Laufer, J. Med. Chem. 51 (2008) 5630-5640.
[11] J.C. Lee, J.T. Laydon, P.C. McDonnell, T.F. Gallagher, S. Kumar, D. Green, D. McNulty, M.J. Blumenthal, J.R. Keys, S.W.L. Vatter, J.E. Strickler, M.M. McLaughlin, I.R. Siemens, S.M. Fisher, G.P. Livi, J.R. White, J.L. Adams, P.R. Young, Nature 372 (1994) 739-746.
[12] A.K. Takle, M.J. Brown, S. Davies, D.K. Dean, G. Francis, A. Gaiba, A.W. Hird, F.D. King, P.J. Lovell, A. Naylor, A.D. Reith, J.G. Steadman, D.M. Wilson, Bioorg. Med. Chem. Lett. 16 (2006) 378-381.
[13] (a) A.Y. Usyatinsky, Y.L. Khmelnitsky, Tetrahedron Lett. 41 (2000) 5031-5034. (b) H.A. Oskooie, Z. Alimohammadi, M.M. Heravi, Heteroat. Chem. 17 (2006) 699-702.
[14] (a) S.A. Siddiqui, U.C. Narkhede, S.S. Palimkar, T. Daniel, R.J. Lahoti, K.V. Srinivasan, Tetrahedron 61 (2005) 3539-3546. (b) H. Zang, Q. Su, Y. Mo, B.-W. Cheng, S. Jun, Ultrason. Sonochem. 17 (2010) 749-751.
[15] C. Yu, M. Lei, W. Su, Y. Xie, Synth. Commun. 37 (2007) 3301-3309.
[16] N.D. Kokare, J.N. Sangshetti, D.B. Shinde, Synthesis 18 (2007) 2829-2834.
[17] M.V. Chary, N.C. Keerthysri, S.V. Vupallapati, N. Lingaiah, S. Kantevari, Catal. Commun. 9 (2008) 2013-2017.
[18] J.N. Sangshetti, N.D. Kokare, S.A. Kotharkara, D.B. Shinde, J. Chem. Sci. 120 (2008) 463-467.
[19] J. Wang, R. Mason, D. VanDerveer, K. Feng, X.R. Bu, J. Org. Chem. 68 (2003) 5415-5418.
[20] A. Shaabani, A. Rahmati, J. Mol. Catal. A: Chem. 249 (2006) 246-248.
[21] K. Niknam, M.R. Mohammadizadeh, S. Mirzaee, D. Saberi, Chin. J. Chem. 28 (2010) 663-669.
[22] M.M. Heravi, M. Zakeri, N. Karimi, M. Saeedi, H.A. Oskooie, N. Tavakoli-Hosieni, Synth. Commun. 40 (2010) 1998-2006.
[23] J. Safari, S.D. Khalili, S.H. Banitaba, J. Chem. Sci. 122 (2010) 437-441.
[24] S.V. Nalage, M.B. Kalyankar, V.S. Patil, S.V. Bhosale, S.U. Deshmukh, R.P. Pawar, Open Catal. J. 3 (2010) 58-61.
[25] J. Safari, S.D. Khalili, M. Rezaei, S.H. Banitaba, F. Meshkani, Monatsh. Chem. 141 (2010) 1339-1345.
[26] K. Sivakumar, A. Kathirvel, A. Lalitha, Tetrahedron Lett. 51 (2010) 3018-3021.
[27] E.O. Jatto, I.O. Asia, E.E. Egbon, J.O. Otutu, M.E. Chukwuedo, C.J. Ewansiha Academia Arena 2 (2010) 32-36.
[28] G.S. Kumar, L.Sathish, R. Govindan, E.K.Girija., RSC Adv. 5 (2015) 39544-39548.
[29] a) M. Ren, C. Dong, C. An, Materials 4 (2011) 1375-1383. b) Z. Hu, Y. Deng, Powder Technol. 140 (2004) 10-16. c) K.N. Islam, M.E. Ali, M.Z.B.A. Bakar, M.Y. Loqman, A. Islam, M.S. Islam, M.M. Rahman, A. Ullah, Powder Technol. 246 (2013) 434-440. d) J. Chen, L. Xiang, Powder Technol. 189 (2009) 64-69. e) H.Y. Ma, I.S. Lee, Mater. Sci. Eng. C 26 (2006) 721-723.
[30] H. Essabir, M.O. Bensalah, D. Rodrigue, R. Bouhfid, A.E. Qaiss, Constr. Build. Mater. 134 (2017) 549-555.
[31] A. Teimouri, A. N. Chermahini, J. Mol. Catal. A: Chem. 346 (2011) 39-45.
[32] A. Shaabani, A. Rahmati, E. Farhangi, Z. Badri, Catal. Commun. 8 (2007) 1149-1152.
[33] B. F. Mirjalili, A. Bamoniri, M.A. Mirhoseini, Scientia Iranica 20 (2013) 587-591.
[34] A. Khazaei, H.A.A. Nik, A. Ranjbaran, A.R. Moosavi-Zare, RSC Adv. 6 (2016) 78881-78886.
[35] J. Safari, S. Naseh, Z. Zarnegar, Z Akbari, J. Taibah. Univ. Sci. 8 (2014) 323-330.
[36] S. Samai, G.C. Nandi, P. Singh, M.S. Singh, Tetrahedron 65 (2009) 10155-10161.
[37] F. Nemati, A. Elhampour, M.B. Natanzi, Inorg. Nano-Met. Chem. 47 (2017) 666-671.
[38] D. Wang, Z. Li, X. Huang, Y. Li, ChemistrySelect. 4 (2016) 664-668.
[39] S.U. Bhat, R.A. Naikoo, R. Tomar, Int. Res. J. Pure Appl. Chem. 11 (2016) 1-10.
[40] R. Mirsafaei, M.M. Heravi, S. Ahmadi, T. Hosseinnejad, Chem. Pap. 70 (2016) 418-429.
[41] A. Olyaei, Z. Derikvand, F. Noruzian, M. Sadeghpour, Iran. Chem. Commun. 4 (2016) 337-346.
[42] H. Sharghi, M. Aberi, M.M. Doroodmand, Molec. Divers 19 (2015) 77-85.
[43] M. Bakavoli, H. Eshghi, A. Mohammadi, H. Moradi, J. Ebrahimi, Iran. J. Catal. 5 (2015) 237-243.
[44] M. Esmaeilpour, J. Javidi, M. Zandi, New J. Chem. 39 (2015) 3388-3398.
[45] A. Ghorbani-Choghamarani, M. Hajjami, F. Gholamian, G. Azadi, Russ. J. Org. Chem. 51 (2015) 352-356.
[46] A. Ghorbani-Choghamarani, F. Ghorbani, Z. Yousofvand, G. Azadi, J. Porous Mater. 22 (2015) 665-673.
[47] B. Sadeghi, B.B.F. Mirjalili, M.M. Hashemi, Tetrahedron Lett. 49 (2008) 2575-2577.
[48] K. Niknam, A. Deris, F. Naeimi, F. Majleci, Tetrahedron Lett. 52 (2011) 4642-4645.
[49] N. Iravani, N.S. Mohammadzade, K. Niknam, Chin. Chem. Lett. 22 (2011) 1151-1154.
[50] G. Ahmadi-Ana, S. Mohammad, M. Baghernejad, K. Niknam, Chin. J. Chem. 30 (2012) 517-521.
[51] Z. Tavakoli, M. Bagherneghad, K. Niknam, J. Heterocycl. Chem. 49 (2012) 634-639.