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1,4-Disulfopiperazine-1,4-diium chloride ([Piper-(SO3H)2].2Cl) as an efficient ionic catalyst for synthesis of phthalazine derivatives | ||
Iranian Journal of Catalysis | ||
مقاله 2، دوره 7، شماره 4، اسفند 2017، صفحه 257-266 اصل مقاله (1.08 M) | ||
نوع مقاله: Articles | ||
نویسندگان | ||
Farhad Shirini* ؛ Tahereh Ghauri Koodehi؛ Omid Goli-Jolodar | ||
Department of Chemistry, College of Science, University of Guilan, Rasht, 41335, Iran. | ||
چکیده | ||
This article describe the applicability of 1,4-disulfopiperazine-1,4-diium chloride ([Piper-(SO3H)2].2Cl) as a green, versatile and Brönsted acidic ionic catalyst in the promotion of the synthesis of phthalazine derivatives via one-pot three component reaction between aromatic aldehydes, 1,3-diketone derivatives and phthalhydrazide under solvent-free reaction conditions. The main advantages of this method are: (1) simplicity of the procedure, (2) solvent-free conditions, (3) availability of the starting materials, (4) high reaction rates and excellent yields, (5) reusability of the catalyst and (6) no column chromatographic of the products. | ||
کلیدواژهها | ||
Brönsted acidic ionic catalyst؛ Phthalazine derivatives؛ Solvent-free conditions | ||
مراجع | ||
[1] R.W. Armstrong, A.P. Combs, P.A. Tempest, S.D. Brown, T.A. Keating, Acc. Chem. Res. 29 (1996) 123-131. [2] G.H. Posner, Chem. Rev. 86 (1986) 831-844. [3] H.J. Wang, L.P. Mo, Z.H. Zhang, ACS Comb. Sci. 13 (2011) 181-185. [4] F. Shirini, N.G. Khaligh, S.A. Dadamahaleh, J. Mol. Catal. A: Chem. 365 (2012) 15-23. [5] (a) F. Al-Assar, K.Y. Zelenin, E.E. Lesiovskaya, I.P. Bezhan, B.A. Chakchir, Pharm. Chem. J. 36 (2002) 598-603. (b) R.P. Jain, J.C. Vederas, Bioorg. Med. Chem. Lett. 14 (2004) 3655-3658. (c) R. W. Carling, K.W. Moore, L.J. Street, D. Wild, C. Isted, P.D. Leeson, S. Thomas, D. O'Conner, R.M. Mc Kernan, K. Quirk, S.M. Cook, J.R. Atack, K.A. Waftord, S.A. Thompson, G.R. Dawson, P. Ferris, J.L. Castro, J. Med. Chem. 47 (2004) 1807-1822. [6] S. Grasso, G. DeSarro, N. Micale, M. Zappala, G. Puia, M. Baraldi, C. Demicheli, J. Med. Chem. 43 (2000) 2851-2859. [7] S.S. El-Sakka, A.H. Soliman, A.M. Imam, Afinidad 66 (2009) 167-172. [8] J. Li, Y.F. Zhao, X.Y. Yuan, J.X. Xu, P. Gong, Molecules 11 (2006) 574-582. [9] C.K. Ryu, R.E. Park, M.Y. Ma, J.H. Nho, Bioorg. Med. Chem. Lett. 17 (2007) 2577-2580. [10] Y. Nomoto, H. Obase, H. Takai, M. Teranishi, J. Nakamura, K. Kubo, Chem. Pharm. Bull. 38 (1990) 2179-2183. [11] N. Watanabe, Y. Kabasawa, Y. Takase, M. Matsukura, K. Miyazaki, H. Ishihara, K. Kodama, H. Adachi, J. Med. Chem. 41 (1998) 3367-3372. [12] H. Wu, X.M. Chen, Y. Wan, H.Q. Xin, H.H. Xu, R. Ma, C.H. Yue, L.L. Pang, Lett.Org. Chem. 6 (2009) 219-223. [13] A.H.F. Abd El-Wahab, H.M. Mohamed, A.M. El-Agrody, M.A. El-Nassag, A.H. Bedair, Pharmaceuticals 4 (2011) 1158-1170. [14] A.F. Wasfy, A.A. Aly, M.S. Behalo, N. Sobhi Mohamed, Chem. Process Eng. Res. 10 (2013) 20-32. [15] M. Asif, A. Brief, CIBTech J. Pharm. Sci. 4 (2015) 17-26. [16] M. Sayyafi, M. Seyyedhamzeh, H.R. Khavasi, A. Bazger, Tetrahedron 64 (2008) 2357-2378. [17] H.R. Shaterian, A. Hosseinian, M. Feyzi, App. Catal. A 345 (2008) 128-133. [18] H.R. Shaterian, F. Khorami, A. Amirzadeh, R. Doostmohammadian, M. Ghashang, J. Iran. Chem. Res. 2 (2009) 57-62. [19] X. Wang, G. Lu, W. Ma, L. Wu, J. Chem. 8 (2011) 1000-1005. [20] X. Wang, W.W. Ma, L.Q. Wu, F. L. Yan, J. Chin. Chem. Soc. 57 (2010) 1341-1345. [21] R. Fazaeli, H. Aliyan, N. Fazaeli, Open Catal. J. 3 (2010) 14-18. [22] H.R. Shaterian, A. Hosseinian, M. Ghashang, ARKIVOC II (2009) 59-67. [23] L. Nagarapu, R. Bantu, H.B. Mereyala, J. Heterocycl. Chem. 46 (2009) 728-731. [24] A. Gharib, B.R.H. Khorasani, M. Jahangir, J.H.W. Scheeren, Bulg. Chem. Commun. 45 (2013) 64-70. [25] A. Khazaei, M.A. Zolfigol, T. Faal-Rastegara, G. Chehardoli, S. Mallakpour, Iran. J. Catal. 3 (2013) 211-220. [26] K. Niknam, M. Khataminejad, F. Zeyaei, Teterahedron Lett. 57 (2016) 361-365. [27] K. Niknam, M. Khataminejad, Org. Chem. Res. 2 (2016) 9-19. [28] F. Shirini, M.A. Zolfigol, M. Abedini, Monatsh. Chem. 140 (2009) 61-64. [29] F. Shirini, J. Albadi, Bull. Korean Chem. Soc. 31 (2010) 1119-1120. [30] F. Shirini, M.A. Zolfigol, J. Albadi, Synth. Commun. 40 (2010) 910-914. [31] F. Shirini, M.A. Zolfigol, A.R. Aliakbar, J. Albadi, Synth. Commun. 40 (2010) 1022-1028. [32] F. Shirini, M.A. Zolfigol, J. Albadi, J. Iran. Chem. Soc. 7 (2010) 895-899. [33] F. Shirini, N.G. Khaligh, Chin. J. Catal. 34 (2013) 695-703. [34] F. Shirini, N.G. Khaligh, Dyes Pigm. 95 (2012) 789-794. [35] F. Shirini, N.G. Khaligh, Chin. J. Catal. 34 (2013) 1890-1896. [36] F. Shirini, N.G. Khaligh, Phosphorus Sulfur Silicon Relat. Elem.186 (2011) 2156-2165. [37] F. Shirini, O.G. Jolodar, J. Mol. Catal. A: Chem. 356 (2012) 61-69. [38] F. Shirini, N.G. Khaligh, O.G. Jolodar, J. Iran. Chem. Soc. 10 (2013) 181-188. [39] F. Shirini, N.G. Khaligh, O.G. Jolodar, Dyes Pigm. 98 (2013) 290-296. [40] F. Shirini, M. Abedini, R. Pourhasan, Dyes Pigm. 99 (2013) 250-255. [41] F. Shirini, M. Abedini, R. Pourhasan, Chin. Chem. Lett. 25 (2014) 111-114. [42] F. Shirini, M. Abedini, M. Seddighi, O.G. Jolodar, M.S. Nikoo Langroodi, S. Zamani, RSC Adv. 4 (2014) 63526-63532. [43] T.G. Koodehi, F. Shirini, O.G. Jolodar, J. Iran. Chem Soc. 14 (2017) 443-456. [44] A. Rostami, B. Tahmasbi, A. Yari, Bull. Korean Chem. Soc. 34 (2013) 1521-1524. [45] M. Kidwai, A. Jahan, R. Chauhan, N.K. Mishra, Tetrahedron Lett. 53 (2012) 1728-1731. [46] S. Song, X. Deng, Z. Guan, Y. He, Z. Naturforsch. 67b (2012) 717-724. [47] O.G Jolodar, F. Shirini, M. Seddigi, RSC Adv. 6 (2016) 44794-44806. [48] A. Varghese, A. Nizam, R. Kulkarni, L. George, Eur. J. Chem. 4 (2013) 132-137. [49] M. Kidwai, R. Chauhan, A. Jahan, Chin. Sci. Bull. 57 (2012) 2273-2279. | ||
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