Abstract
Melamine trisulfonic acid (MTSA) is easily prepared by the reaction between melamine and neat chlorosulfonic acid at room temperature. This compound can be used as an efficient and recyclable catalyst for the synthesis of coumarins via von Pechmann condensation reaction under solvent-free conditions.
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G. Cavettos, G.M. Nano, G. Palmisano, S. Tagliapietra, Tetrahedron: Asymmetry 12 (2001) 707.
O. Kayser, H. Kolodziej, Planta Med. 63 (1997) 508.
C.J. Wang, Y.J. Hsieh, C.Y. Chu, Y.L. Lim, T.H. Tseng, Cancer Lett. 183 (2002) 163.
G.J. Fan, W. Mar, M.K. Park, E. Woot Choi, K. Kim, S. Kim, Bioorg. Med. Chem. Lett. 11 (2001) 2361.
S. Kirkiacharian, D.T. Thuy, S. Sicsic, R. Bakhchianian, R. Kurkjian, T. Tonnaire, Il Farmaco 57 (2002) 703.
R.O. Kennedy, R.D. Thornes, Coumarins: Biology, Applications and Mode of Action, John Wiley and Sons, Chichester, 1997.
M. Maeda, Laser Dyes, Academic Press, New York, 1984.
S.M. Sethna, N.M. Shah, Chem. Rev. 36 (1945) 1.
H. von Pechmann, C. Duisberg, Chem. Ber. 17 (1884) 929.
G. Jones, Org. React. 15 (1967) 204.
R.L. Shirner, Org. React. 1 (1942) 1.
J.R. Johnson, Org. React. 1 (1942) 210.
I. Yavari, R. Hekmat Shoar, A. Zonouzi, Tetrahedron Lett. 39 (1998) 2391.
G.A. Cartwright, W. McNab, J. Chem. Res. (S) (1997) 296.
A. Robertson, W.F. Sandrock, C.B. Henry, J. Chem. Soc. (1931) 2426.
S.M. Sethna, N.M. Shah, R.C. Shah, J. Chem. Soc. (1938) 228.
L.L. Woods, J. Sapp, J. Org. Chem. 27 (1962) 3703.
D.S. Bose, A.P. Rudradas, M.H. Babu, Tetrahedron Lett. 43 (2002) 9195.
S.S. Bahekar, D.B. Shinde, Tetrahedron Lett. 45 (2004) 7999.
V.M. Alexander, R.P. Bhat, S.D. Samant, Tetrahedron Lett. 46 (2005) 6957.
F. Shirini, K. Marjani, H. Taherpour-Nahzomi, M.A. Zolfigol, Chinese Chem. Lett. 18 (2007) 909.
V. Singh, J. Singh, K. Kaur, G.L. Kad, J. Chem. Res. (S) (1997) 58.
V. Singh, S. Kaur, V. Sapehiyia, J. Singh, G.L. Kad, Catal. Commun. 6 (2005) 57.
M. Maheswara, V. Siddaiah, G.L.V. Damu, Y.K. Rao, C.V. Rao, J. Mol. Catal. A: Chem. 255 (2006) 49.
S. Palaniappan, R.C. Shekhar, J. Mol. Catal. A: Chem. 209 (2004) 117.
G.V.M. Sharma, J.J. Reddy, P.S. Lakhshmi, P.R. Krishna, Tetrahedron Lett. 46 (2005) 6119.
H. Valizadeh, A. Shockravi, Tetrahedron Lett. 46 (2005) 3501.
G.P. Romanelli, D. Bennardi, D.M. Ruiz, G. Boronetti, H.J. Thomas, J.C. Autino, Tetrahedron Lett. 45 (2004) 8935.
B. Tyagi, M.K. Mishra, R.V. Jasra, J. Mol. Catal. A: Chem. 286 (2008) 41.
S. Selvakumar, M. Chidambaram, A.P. Singh, Catal. Commun. 8 (2007) 777.
K. Izutsu, H. Yamamoto, Talanta 47 (1998) 1157.
F. Shirini, K. Marjani, H. Taherpour Nahzomi, ARKIVOC (2007) 51.
P. Salehi, M.A. Zolfigol, F. Shirini, M. Baghbanzadeh, Current Org. Chem. 10 (2006) 2171.
F. Shirini, M.A. Zolfigol, P. Salehi, M. Abedini, Current Org. Chem. 12 (2008) 183.
E. Kolvari, A. Ghorbani-Choghamarani, P. Salehi, F. Shirini, M.A. Zolfigol, J. Iran. Chem. Soc. 2 (2007) 126.
B. Das, K. Venkateswarlu, G. Mahender, H. Holla, J. Chem. Res. (S) (2004) 836.
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Shirini, F., Zolfigol, M.A. & Albadi, J. Melamine trisulfonic acid as a new, efficient and reusable catalyst for the solvent free synthesis of coumarins. JICS 7, 895–899 (2010). https://doi.org/10.1007/BF03246085
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DOI: https://doi.org/10.1007/BF03246085