Melamine trisulfonic acid: A new, efficient and reusable catalyst for the protection of alcohols, phenols, aldehydes and amines

Subject Areas : Iranian Journal of Catalysis

Farhad  Shirini ¹ (Department of Chemistry, College of Science, University of Guilan, Rasht, zip code 41335, I.R. Iran.)
Mohammad A.  Zolfigol ² (College of Chemistry, Bu-Ali Sina University, Hamedan,I.R. Iran)
Jalal  Albadi ³ (Department of Chemistry, College of Science, University of Guilan, Rasht, zip code 41335, I.R. Iran.)
Toktam F.  Rastegar ⁴ (College of Chemistry, Bu-Ali Sina University, Hamedan,I.R. Iran)

Received: 2010-12-10 Accepted : 2011-04-18 Published : 2011-06-01

Keywords:

References:

[1] L.F. Fieser, M. Fieser, Reagents for Organic Synthesis, John Wiley and Sons Inc., New York, 1999.

[2] M. Miyashita, A. Yoshikoshi, P.A. Grieco, J. Org. Chem. 42 (1977) 3772-3774.

[3] F. Chavez, R. Godinez, Synth. Commun. 22 (1992) 159-164.

[4] D.M. Pore, U.V. Desai, R.B. Mane, P.P. Wadgaonkar, Synth. Commun. 34 (2004) 2135-2142.

[5] B. Karimi, J. Maleki, Tetrahedron Lett. 43 (2002) 5353-5355.

[6] M.M. Heravi, F.K. Behbahani , H.A. Oskooie, R. Hekmat Shoar, Tetrahedron Lett. 46 (2005) 2543-2548.

[7] H. Firouzabadi, N. Iranpoor , H. Hazarkhani, Synth. Commun. 34 (2004) 3623-3630.

[8] B. Karimi, M. Khalkhali, J. Mol. Catal. A: Chem. 232 (2005) 113-117.

[9] F. Shirini, K. Marjani, H. Taherpour Nahzomi, Phosphorus, Sulfur, Silicon 182 (2007) 2235-2240.

[10] M. Wang, Z.G. Song, H. Jiang, H. Gong, Monatsh. Chem. 138 (2007) 599-602.

[11] M.J. Gregory, J. Chem. Soc. (1970) 1201-1207.

[12] J.G.Jr. Frick, R.J.Jr. Harper, J. Appl. Polymer Sci. 29 (1984) 1433- 1447.

[13] W.R. Eanderson, Eur. Pat. Apll. EP. (1985, 125, 781; Chem. Abstr. 102, P64010K), 1985.

[14] J.S. Yadav, B.V.S. Reddy, G.S.K.K. Reddy, Tetrahedron Lett. 41 (2000) 2695-2697.

[15] F. Freeman, E.M. Karchefski, J. Chem. Eng. Data 22 (1997) 355-357.

[16] J.K. Michie, J.A. Miller, Synthesis (1981) 824-825.

[17] B. Karimi, H. Seradj, G.R. Ebrahimian, Synlett (2000) 623-624.

[18] G. Smitha, Ch.S. Reddy, Tetrahedron 59 (2003) 9571-9576.

[19] X.Y. Zhang, L.J. Li, G.S. Zhang, Green Chem. 5 (2003) 646-649.

[20] C. Wang, M. Li, Synth. Commun. 32 (2002) 3469-3473.

[21] K. Manjula, M. Afzal Pasha, Synth. Commun. 37 (2007) 1563-1569.

[22] A.K. Bhattacharya, M. Mujahid, A.A. Natu, Synth. Commun. 38 (2008) 128-134.

[23] V.T. Kamble, V.S. Jamode, N.S. Joshi, A.V. Biradar, R.Y. Deshmukh, Tetrahedron Lett. 47 (2006) 5573-5576.

[24] H. Wu, Y. Shen, L.Y. Fan, Y. Wan, D. Shi, Tetrahedron 62 (2006) 7995-7998.

[25] U.Y. Desai, T.S. Thopta, D.M. Pore, P.P. Wadgaonkar, Catal. Commun. 7 (2006) 508-511.

[26] M. Wang, H. Gong, H. Jiang, Z. Wang, Synth. Commun. 36 (2006) 1953-1960.

[27] A.V. Reddy, K. Ravinder, V.L.N. Reddy, V. Ravikanth, Y. Venkateswarlu, Synth. Commun. 33 (2003) 1531-1536.

[28] C. Lutz, V. Lutz, P. Knochel, Tetrahedron 54 (1998) 6385-6402.

[29] T.W. Greene, P.G.M. Wuts, Protective Groups in Organic Chemistry, John Wiley and Sons Inc., New York, 1999.

[30] P.J. Kocienski, Protecting Groups, George Thieme Verlag, Stuttgart, New York, 2000.

[31] E. Wuensch, E. Muller, O. Bayer, H. Meerwein, K. Ziegle, Methods of Organic Chemistry, 4 th ed. Houben-Weyl George Thieme Verlag, Stuttgat, Vol 15 / 1, 1974.

[32] E. Gross, J. Meienhofer, The Peptides, Vol 3, Academic Press, New York, 1981.

[33] S.W. Bailey, R.Y. Chandrasekaran, J.E. Ayling, J. Org. Chem. 57 (1992) 4470-4474.

[34] S.V. Chankeshwara, A.K. Chakraborti, Tetrahedron Lett. 47(2006) 1087-1091.

[35] A. Heydari, R.K. Shiroodi, H. Hamadi, M. Esfandyari, M. Pourayoubi, Tetrtahedron Lett. 48 (2007) 5865-5868.

[36] S.V. Chankeshwara, A.K. Chakraborti, Synthesis 16 (2006) 2784-2788.

[37] D.J. Upadhyaya, A. Barge, R. Stefania, G. Cravotto, Tetrahedron Lett. 48 (2007) 8318-8322.

[38] B. Das, K. Venkateswarlu, M. Krishnaiah, H. Holla, Tetrahedron Lett. 47 (2006) 7551-7556.

[39] R. Varala, S. Nuvula, R. Adapa, J. Org. Chem. 71 (2006) 8283-8286.

[40] A.K. Chakraborti, S.V. Chankeshwara, Org. Biomol. Chem. 4 (2006) 2769-2771.

[41] F. Shirini, J. Albadi, Bull. Korean Chem. Soc. 31 (2010) 1119-1120.

[42] F. Shirini, M.A. Zolfigol, J. Albadi, J. Iran. Chem. Soc. 7 (2010) 895-899.

[43] F. Shirini, M.A. Zolfigol, A.R. Aliakbar, J. Albadi, Synth. Commnu. 40 (2010) 1022-1028.