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An Efficient One-Pot Synthesis of Tetrahydrobenzo Xanthen-11-one Derivatives Catalyzed by P2O5 under Solvent Free Conditions
Corresponding Author(s) : Krishna Kanth Garlapati
Asian Journal of Chemistry,
Vol. 30 No. 4 (2018): Vol 30 Issue 4
Abstract
The present study highlights the catalytic activity of P2O5 for the one pot synthesis of tetrahydrobenzoxanthen-11-one derivatives from dimedone and various aromatic aldehydes under solvent free conditions. The present methodology offers several advantages such as clean and mild reaction, short reaction time, low environmental impact, wide substrate scope, high yield and purity.
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- T. Hideo, Jpn. Tokkyo Koho JP 56,005,480 (1981); Chem. Abstr., 95, 80922b (1981).
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- F. Darviche, S. Balalaie, F. Chadegani and P. Salehi, Synth. Commun., 37, 1059 (2007); https://doi.org/10.1080/00397910701196520.
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- M. Dabiri, M. Baghbanzadeh and E. Arzroomchilar, Catal. Commun., 9, 939 (2008); https://doi.org/10.1016/j.catcom.2007.09.023.
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References
T. Hideo, Jpn. Tokkyo Koho JP 56,005,480 (1981); Chem. Abstr., 95, 80922b (1981).
R.W. Lambert, J.A. Martin, J.H. Merrett, K.E.B. Parkes and G.J. Thomas, PCT Int. Appl. WO 9,706,178 (1997); Chem. Abstr., 126, 212377y (1997).
A.G. Banerjee, L.P. Kothapalli, P.A. Sharma, A.B. Thomas, R.K. Nanda, S.K. Shrivastava and V.V. Khatanglekar, Arab. J. Chem., 9 Suppl. 1, S480 (2016); https://doi.org/10.1016/j.arabjc.2011.06.001.
N.P. Buu-Hoi, G. Saint-Ruf, A. De and H.T. Hieu, Bull. Chim. Ther., 7, 83 (1972).
G. Saint-Ruf, Huynh-Trong-Hieu and J.-P. Poupelin, Naturwissenschaften, 62, 584 (1975); https://doi.org/10.1007/BF01166986.
R.-M. Ion, Prog. Catal., 2, 55 (1997).
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.
C.G. Knight and T. Stephens, Biochem. J., 258, 683 (1989); https://doi.org/10.1042/bj2580683.
S. Hatakeyma, N. Ochi, H. Numata and S. Taka S. Hatakeyama, N. Ochi, H. Numata and S. Takanono, J. Chem. Soc. Chem. Commun., 1202 (1988); https://doi.org/10.1039/C39880001202.
C.N. O’Callaghan and T.B.H. McMurry, J. Chem. Res. (S)., 214 (1995).
M. Anary-Abbasinejad, A. Hassanabadi and K. Charkhati, Synth. Commun., 39, 4289 (2009); https://doi.org/10.1080/00397910902898643.
X.S. Wang, D.Q. Shi, Y.L. Li, H. Chen, X.Y. Wei and Z.M. Zong, Synth. Commun., 35, 97 (2005); https://doi.org/10.1081/SCC-200046510.
T.S. Jin, J.S. Zhang, J.C. Xiao, A.Q. Wang and T.S. Li, Synlett, 866 (2004); https://doi.org/10.1055/s-2004-820022.
F. Darviche, S. Balalaie, F. Chadegani and P. Salehi, Synth. Commun., 37, 1059 (2007); https://doi.org/10.1080/00397910701196520.
T.S. Jin, J.S. Zhang, A.Q. Wang and T.S. Li, Ultrason. Sonochem., 13, 220 (2006); https://doi.org/10.1016/j.ultsonch.2005.04.002.
M. Dabiri, M. Baghbanzadeh and E. Arzroomchilar, Catal. Commun., 9, 939 (2008); https://doi.org/10.1016/j.catcom.2007.09.023.
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.
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.
P. Srihari, S.S. Mandal, J.S.S. Reddy, R.S. Rao and J.S. Yadav, Chin. Chem. Lett., 19, 771 (2008); https://doi.org/10.1016/j.cclet.2008.05.005.
S. Rostamizadeh, A.M. Amani, G.H. Mahdavinia, G. Amiri and H. Sepehrian, Ultrason. Sonochem., 17, 306 (2010); https://doi.org/10.1016/j.ultsonch.2009.10.004.
G.H. Mahdavinia, M.A. Bigdeli and Y.S. Hayeniaz, Chin. Chem. Lett., 20, 539 (2009); https://doi.org/10.1016/j.cclet.2008.12.026.
G.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, J. Mol. Catal. Chem., 269, 53 (2007); https://doi.org/10.1016/j.molcata.2006.12.039.
M.T. Maghsoodlou, S.M. Habibi-Khorassani, Z. Shahkarami, N. Maleki and M. Rostamizadeh, Chin. Chem. Lett., 21, 686 (2010); https://doi.org/10.1016/j.cclet.2010.02.005.
G. Karthikeyan and A. Pandurangan, J. Mol. Catal. Chem., 311, 36 (2009); https://doi.org/10.1016/j.molcata.2009.06.020.
A. Hassankhani, E. Mosaddegh and S.Y. Ebrahimipour, E-J. Chem., 9, 786 (2012); https://doi.org/10.1155/2012/930251.
A. Akbari and A. Hosseini-Nia, J. Saudi Chem. Soc., 21, S7 (2017) https://doi.org/10.1016/j.jscs.2013.09.009.