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A Green Protocol for Catalyst-Free Syntheses of Pyrazole in Glycerol-Water Solution
Corresponding Author(s) : Xia-Min Hu
Asian Journal of Chemistry,
Vol. 27 No. 9 (2015): Vol 27 Issue 9
Abstract
An efficient green protocol for preparing pyrazole derivatives using glycerol and water as a mixture solvent is described. The advantages of the present method lie in using economic and environmentally benign solvent, no use of catalyst, mild reaction conditions and good yields.
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- (a) D. Pal, S. Saha and S. Singh, Int. J. Pharm. Pharm. Sci., 4, 98 (2012); (b) P.K. Sahu, P.K. Sahu, S.K. Gupta, D. Thavaselvam and D.D. Agarwal, Eur. J. Med. Chem., 54, 366 (2012); doi:10.1016/j.ejmech.2012.05.020; (c) M.K. Purohit, S.K. Chakka, I. Scovell, A. Neschadim, A.M. Bello, N. Salum, Y. Katsman, M.C. Bareau, D.R. Branch and L.P. Kotra, Bioorg. Med. Chem., 22, 2739 (2014); doi:10.1016/j.bmc.2014.03.016.
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- (a) J.R. Nascimento, A.M. Barcellos, M. Sachini, G. Perin, E.J. Lenardão, D. Alves, R.G. Jacob and F. Missau, Tetrahedron Lett., 52, 2571 (2011); doi:10.1016/j.tetlet.2011.03.045; (b) G. Perin, L.G. Mello, C.S. Radatz, L. Savegnago, D. Alves, R.G. Jacob and E.J. Lenardão, Tetrahedron Lett., 51, 4354 (2010); doi:10.1016/j.tetlet.2010.06.049.
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References
(a) D. Pal, S. Saha and S. Singh, Int. J. Pharm. Pharm. Sci., 4, 98 (2012); (b) P.K. Sahu, P.K. Sahu, S.K. Gupta, D. Thavaselvam and D.D. Agarwal, Eur. J. Med. Chem., 54, 366 (2012); doi:10.1016/j.ejmech.2012.05.020; (c) M.K. Purohit, S.K. Chakka, I. Scovell, A. Neschadim, A.M. Bello, N. Salum, Y. Katsman, M.C. Bareau, D.R. Branch and L.P. Kotra, Bioorg. Med. Chem., 22, 2739 (2014); doi:10.1016/j.bmc.2014.03.016.
(a) V. Kumar, K. Kaur, G.K. Gupta and A.K. Sharma, Eur. J. Med. Chem., 69, 735 (2013); doi:10.1016/j.ejmech.2013.08.053; (b) S. Fustero, M. Sánchez-Roselló, P. Barrio and A. Simón-Fuente, Chem. Rev., 111, 6984 (2011); doi:10.1021/cr2000459.
(a) B. Gutmann, D. Obermayer, B. Reichart, B. Prekodravac, M. Irfan, J.M. Kremsner and C.O. Kappe, Chem. Eur. J., 16, 12182 (2010); doi:10.1002/chem.201001703; (b) X. Chen, J. She, Z.C. Shang, J. Wu and P. Zhang, Synth. Commun., 39, 947 (2009); doi:10.1080/00397910802441551.
(a) W. Xiong, J.X. Chen, M.C. Liu, J.-C. Ding, H.-Y. Wu and W.-K. Su, J. Braz. Chem. Soc., 20, 367 (2009); doi:10.1590/S0103-50532009000200023; (b) M. Curini, O. Rosati, V. Campagna, F. Montanari, G. Cravotto and M. Boccalini, Synlett, 2927 (2005); doi:10.1055/s-2005-921904; (c) V. Polshettiwar and R.S. Varma, Tetrahedron Lett., 49, 397 (2008); doi:10.1016/j.tetlet.2007.11.017; (d) X. Chen, J. She and Z. Shang, Synthesis, 3478 (2008).
(a) R.N. Butler and A.G. Coyne, Chem. Rev., 110, 6302 (2010); doi:10.1021/cr100162c; (b) A. Chanda and V.V. Fokin, Chem. Rev., 109, 725 (2009); doi:10.1021/cr800448q.
(a) D.R. Patil, Y.B. Wagh, P.G. Ingole, K. Singh and D.S. Dalal, New J. Chem., 37, 3261 (2013); doi:10.1039/c3nj00569k; (b) K. Kanagaraj and K. Pitchumani, J. Org. Chem., 78, 744 (2013); doi:10.1021/jo302173a; (c) D. Kumar, Suresh and J.S. Sandhu, Synth. Commun., 43, 2739 (2013); doi:10.1080/00397911.2012.736584; (d) G.R. Reddy, T.R. Reddy, R.G. Chary, S.C. Joseph, S. Mukherjee and M. Pal, Tetrahedron Lett., 54, 6744 (2013); doi:10.1016/j.tetlet.2013.09.138.
(a) A.E. Díaz-Álvarez, J. Francos, B. Lastra-Barreira, P. Crochet and V. Cadierno, Chem. Commun., 47, 6208 (2011); doi:10.1039/c1cc10620a; (b) P. Cintas, S. Tagliapietra, E. Calcio Gaudino, G. Palmisano and G. Cravotto, Green Chem., 16, 1056 (2014); doi:10.1039/c3gc41955j; (c) Y. Gu and F. Jerome, Green Chem., 12, 1127 (2010); doi:10.1039/c001628d.
(a) A. Wolfson and C. Dlugy, Chem. Pap., 61, 228 (2007); doi:10.2478/s11696-007-0026-3; (b) A. Wolfson, C. Dlugy and Y. Shotland, Environ. Chem. Lett., 5, 67 (2007); doi:10.1007/s10311-006-0080-z; (c) V.G. Ricordi, C.S. Freitas, G. Perin, E.J. Lenardão, R.G. Jacob, L. Savegnago and D. Alves, Green Chem., 14, 1030 (2012); doi:10.1039/c2gc16427b; (d) C.C. Silveira, S.R. Mendes, F.M. Líbero, E.J. Lenardão and G. Perin, Tetrahedron Lett., 50, 6060 (2009); doi:10.1016/j.tetlet.2009.08.062; (e) A. Wolfson, C. Dlugy, Y. Shotland and D. Tavor, Tetrahedron Lett., 50, 5951 (2009); doi:10.1016/j.tetlet.2009.08.035.
(a) J.R. Nascimento, A.M. Barcellos, M. Sachini, G. Perin, E.J. Lenardão, D. Alves, R.G. Jacob and F. Missau, Tetrahedron Lett., 52, 2571 (2011); doi:10.1016/j.tetlet.2011.03.045; (b) G. Perin, L.G. Mello, C.S. Radatz, L. Savegnago, D. Alves, R.G. Jacob and E.J. Lenardão, Tetrahedron Lett., 51, 4354 (2010); doi:10.1016/j.tetlet.2010.06.049.
(a) X. Wang, L. Wang, Z. Huang, X. Sheng, T. Li, H. Ji, J. Xu and Y. Zhang, Bioorg. Med. Chem. Lett., 23, 1985 (2013); doi:10.1016/j.bmcl.2013.02.035; (b) C. Pégurier, P. Collart, P. Danhaive, S. Defays, M. Gillard, F. Gilson, T. Kogej, P. Pasau, N. Van Houtvin, M. Van Thuyne and B.J. van Keulen, Bioorg. Med. Chem. Lett., 17, 4228 (2007); doi:10.1016/j.bmcl.2007.05.035.