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Brønsted Acidic 1-Ethyl-1,2,4-Trizolium Phenylsulfonate as Catalyst for Biginelli Reaction
Corresponding Author(s) : E. Kandasamy
Asian Journal of Chemistry,
Vol. 30 No. 9 (2018): Vol 30 Issue 9
Abstract
A Brønsted acidic 1-ethyl-1,2,4-triazolium phenylsulfonate has been synthesized and characterized. A catalytic study is performed for 1-ethyl-1,2,4-triazolium phenylsulfonate as acid catalyst for a multicomponent reaction of synthesis of series of 3,4-dihydropyrimidin-2(1H)-ones/thiones and their derivatives have been employed and the results were discussed in detail.
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- G.H. Posner, Chem. Rev., 86, 831 (1986); https://doi.org/10.1021/cr00075a007.
- J. Safari and S. Gandomi-Ravandi, J. Mol. Struct., 1065-1066, 241 (2014); https://doi.org/10.1016/j.molstruc.2014.02.035.
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- S.R. Mistry, R.S. Joshi, S.K. Sahoo and K.C. Maheria, Catal. Lett., 141, 1541 (2011); https://doi.org/10.1007/s10562-011-0639-6.
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- S. Nagarajan, T.M. Shaikh and E. Kandasamy, J. Chem. Sci., 127, 1539 (2015); https://doi.org/10.1007/s12039-015-0919-6.
References
G.H. Posner, Chem. Rev., 86, 831 (1986); https://doi.org/10.1021/cr00075a007.
J. Safari and S. Gandomi-Ravandi, J. Mol. Struct., 1065-1066, 241 (2014); https://doi.org/10.1016/j.molstruc.2014.02.035.
Suresh and J.S. Sandhu, ARKIVOC, 66 (2012); https://doi.org/10.3998/ark.5550190.0013.103.
H.G.O. Alvim, T.B. Lima, A.L. de Oliveira, H.C.B. de Oliveira, F.M. Silva, F.C. Gozzo, R.Y. Souza, W.A. da Silva and B.A.D. Neto, J. Org. Chem., 79, 3383 (2014); https://doi.org/10.1021/jo5001498.
H. Murata, H. Ishitani and M. Iwamoto, Org. Biomol. Chem., 8, 1202 (2010); https://doi.org/10.1039/b920821f.
A.R. Hajipour, L. Khazdooz and A. Zarei, Synth. Commun., 41, 2200 (2011); https://doi.org/10.1080/00397911.2010.501471.
J. Safari and Z. Zarnegar, New J. Chem., 38, 358 (2014); https://doi.org/10.1039/C3NJ01065A.
R. Srivastava, Catal. Lett., 139, 17 (2010); https://doi.org/10.1007/s10562-010-0404-2.
J.P. Hallett and T. Welton, Chem. Rev., 111, 3508 (2011); https://doi.org/10.1021/cr1003248.
H.G.O. Alvim, T.B. de Lima, H.C.B. de Oliveira, F.C. Gozzo, J.L. de Macedo, P.V. Abdelnur, W.A. Silva and B.A.D. Neto, ACS Catal., 3, 1420 (2013); https://doi.org/10.1021/cs400291t.
S. Rudrawar, Synlett, 7, 1197 (2005); https://doi.org/10.1055/s-2005-865222.
I. Cepanec, M. Litvic, A. Bartolincic and M. Lovric, Tetrahedron, 61, 4275 (2005); https://doi.org/10.1016/j.tet.2005.02.059.
H. Adibi, H.A. Samimi and M. Beygzadeh, Catal. Commun., 8, 2119 (2007); https://doi.org/10.1016/j.catcom.2007.04.022.
J. Mondal, T. Sen and A. Bhaumik, Dalton Trans., 41, 6173 (2012); https://doi.org/10.1039/c2dt30106g.
N. Seyedi, Transition Met. Chem., 38, 93 (2013); https://doi.org/10.1007/s11243-012-9665-5.
A.S. Paraskar, G.K. Dewkar and A. Sudalai, Tetrahedron Lett., 44, 3305 (2003); https://doi.org/10.1016/S0040-4039(03)00619-1.
S. Khaleghi, M.M. Heravi, M. Khosroshahi, F.K. Behbahani and Z. Daroogheha, Green Chem Lett Rev., 2 133 (2008); https://doi.org/10.1080/17518250802342527.
J. Safari and S. Gandomi-Ravandi, New J. Chem., 38, 3514 (2014); https://doi.org/10.1039/C3NJ01618H.
S.R. Mistry, R.S. Joshi, S.K. Sahoo and K.C. Maheria, Catal. Lett., 141, 1541 (2011); https://doi.org/10.1007/s10562-011-0639-6.
V.R. Rani, N. Srinivas, M.R. Kishan, S.J. Kulkarni and K.V. Raghavan, Green Chem., 3, 305 (2001); https://doi.org/10.1039/b107612b.
L. Kang, D. Jin and Y. Cai, Synth. Commun., 43, 1896 (2013); https://doi.org/10.1080/00397911.2012.678462.
A.N. Dadhania, V.K. Patel and D.K. Raval, J. Chem. Sci., 124, 921 (2012); https://doi.org/10.1007/s12039-012-0278-5.
N. Sharma, U.K. Sharma, R. Kumar, Richa and A.K. Sinha, RSC Adv., 2, 10648 (2012); https://doi.org/10.1039/c2ra22037g.
I.R. Siddiqui, A. Srivastava, S. Shamim, A. Srivastava, M.A. Waseem, Shireen, Rahila, A.A.H. Abumhdi, A. Srivastava and P. Rai, J. Mol. Catal. A, 382, 126 (2014); https://doi.org/10.1016/j.molcata.2013.10.026.
S.R. Roy, P.S. Jadhavar, K. Seth, K.K. Sharma and A.K. Chakraborti, Synthesis, 2261 (2011); https://doi.org/10.1055/s-0030-1260067.
A. Shaabani and A. Rahmati, Catal. Lett., 100, 177 (2005); https://doi.org/10.1007/s10562-004-3451-8.
S. Nagarajan, T.M. Shaikh and E. Kandasamy, J. Chem. Sci., 127, 1539 (2015); https://doi.org/10.1007/s12039-015-0919-6.