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Synthesis of Xanthenediones by Silica Supported Orthophosphoric Acid (H3PO4·SiO2)
Corresponding Author(s) : Rahul S. Patil
Asian Journal of Chemistry,
Vol. 30 No. 10 (2018): Vol 30 Issue 10, 2018
Abstract
The novel protocol was developed for the synthesis of xanthenediones by silica supported orthophosphoric acid (H3PO4·SiO2) as a heterogeneous catalyst. The reported protocol is simple, scalable, mild and effective for the synthesis of xanthenediones. The (H3PO4·SiO2) catalyst demonstrated excellent catalytic activity for various substituted aromatic aldehydes. This catalyst can be reused four times without much loss in catalytic activity.
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A. Ilangovan, S. Muralidharan, P. Sakthivel, S. Malayappasamy, S. Karuppusamy and M.P. Kaushik, Tetrahedron Lett., 54, 491 (2013); https://doi.org/10.1016/j.tetlet.2012.11.058.
E. Mosaddegh, M.R. Islami and A. Hassankhani, Arab. J. Chem., 5, 77 (2012); https://doi.org/10.1016/j.arabjc.2010.07.027.
S. Hatakeyama, N. Ochi, H. Numata and S. Takano, J. Chem. Soc. Chem. Commun., 0, 1202 (1988); https://doi.org/10.1039/C39880001202.
A. Thakur, A. Sharma and A. Sharma, Synth. Commun., 46, 1766 (2016); https://doi.org/10.1080/00397911.2016.1226340.
O. Sirkecioglu, N. Talinli, A. Akar, M. Ahmad, T.A. King, D.K. Ko, B.H. Cha and J. Lee, J. Chem. Res. (S)., 35, 502 (1995).
M. Ahmad, T.A. King, D.K. Ko, B.H. Cha and J. Lee, J. Phys. D Appl. Phys., 35, 1473 (2002); https://doi.org/10.1088/0022-3727/35/13/303.
J.F. Callan, P. De Silva and D.C. Magri, Tetrahedron, 61, 8551 (2005); https://doi.org/10.1016/j.tet.2005.05.043.
Z.-H. Zhang and X.-Y. Tao, Aust. J. Chem., 61, 77 (2008); https://doi.org/10.1071/CH07274.
A. Pramanik and S. Bhar, Catal. Commun., 20, 17 (2012); https://doi.org/10.1016/j.catcom.2011.12.036.
E.C. Horning and M.G. Horning, J. Org. Chem., 11, 95 (1946); https://doi.org/10.1021/jo01171a014.
T.S. Jin, J.S. Zhang, A.Q. Wang and T.S. Li, Synth. Commun., 35, 2339 (2005); https://doi.org/10.1080/00397910500187282.
A. John, P.J.P. Yadav and S. Palaniappan, J. Mol. Catal. A, 248, 121 (2006); https://doi.org/10.1016/j.molcata.2005.12.017.
S. Kantevari, R. Bantu and L. Nagarapu, J. Mol. Catal. Chem., 269, 53 (2007); https://doi.org/10.1016/j.molcata.2006.12.039.
B. Das, P. Thirupathi, I. Mahender, V.S. Reddy and Y.K. Rao, J. Mol. Catal. Chem., 247, 233 (2006); https://doi.org/10.1016/j.molcata.2005.11.048.
G. Song, B. Wang, H. Luo and L. Yang, Catal. Commun., 8, 673 (2007); https://doi.org/10.1016/j.catcom.2005.12.018.
B. Das, P. Thirupathi, K.R. Reddy, B. Ravikanth and L. Nagarapu, Catal. Commun., 8, 535 (2007); https://doi.org/10.1016/j.catcom.2006.02.023.
H.A. Oskooie, L. Tahershamsi, M.M. Heravi and B. Baghernejad, E-J. Chem., 7, 717 (2010); https://doi.org/10.1155/2010/936107.
X. Fan, X. Hu, X. Zhang and J. Wang, Can. J. Chem., 83, 16 (2005); https://doi.org/10.1139/v04-155.
.I. Shakibaei, P. Mirzaei and A. Bazgir,, Appl. Catal. A., 325, 188 (2007); https://doi.org/10.1016/j.apcata.2007.03.008.
S. Kantevari, R. Bantu and L. Nagarapu, ARKIVOC, 136 (2006); http://dx.doi.org/10.3998/ark.5550190.0007.g15.
D. Fang, K. Gong and Z.-L. Liu, Catal. Lett., 127, 291 (2009); https://doi.org/10.1007/s10562-008-9677-0.
M.M. Amini, Y. Fazaeli, Z. Yassaee, S. Feizi and A. Bazgir, Open Catal. J., 2, 40 (2009); https://doi.org/10.2174/1876214X00902010040.
A. Khan, T. Parvin and L. Choudhury, Synthesis, 2497 (2006); https://doi.org/10.1055/s-2006-942465.
A.D. Sawant, D.G. Raut, A.R. Deorukhkar, U.V. Desai and M.M. Salunkhe, Green Chem. Lett. Rev., 4, 235 (2011); https://doi.org/10.1080/17518253.2010.544682.
A.N. Dadhania, V.K. Patel and D.K. Raval, J. Saudi Chem. Soc., 21, S163 (2017); https://doi.org/10.1016/j.jscs.2013.12.003.
J.P. Poupelin, G. Saint-Rut, O. Fussard-Blanpin, G. Narcisse, G. UchidaErnouf and R. Lacroix, Eur. J. Med. Chem., 13, 67 (1978).
A. Sharifi, M.S. Abaee, A. Tavakkoli, M. Mirzaei and A. Zolfaghari, Synth. Commun., 38, 2958 (2008); https://doi.org/10.1080/00397910802005299.