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Synthesis and Application of Double Perovskite Bi1.97Eu0.03MoO6 as Heterogeneous and Recyclable Nanocatalyst for Quinoline Synthesis
Corresponding Author(s) : Tejeswararao Dharmana
Asian Journal of Chemistry,
Vol. 34 No. 2 (2022): Vol 34 Issue 2
Abstract
An efficient and economical protocol for the synthesis of substituted quinolines from various 2-amino aryl ketones and aliphatic ketones in presence of a catalytic quantity of double perovskite Bi1.97Eu0.03MoO6 catalyst, water at ambient temperature to generate the respective quinolines in good yields. The accompanied catalyst had high activity and stability and it might be utilized at least a few times without losing its effectiveness.
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- J.P. Michael, Nat. Prod. Rep., 24, 223 (2007); https://doi.org/10.1039/b509528j
- J.P. Michael, Nat. Prod. Rep., 22, 627 (2005); https://doi.org/10.1039/b413750g
- J.P. Michael, Nat. Prod. Rep., 21, 650 (2004); https://doi.org/10.1039/b310691h
- R. Klingenstein, P. Melnyk, S.R. Leliveld, A. Ryckebusch and C. Korth, J. Med. Chem., 49, 5300 (2006); https://doi.org/10.1021/jm0602763
- P. Narender, U. Srinivas, M. Ravinder, B. Ananda Rao, C. Ramesh, K. Harakishore, B. Gangadasu, U.S.N. Murthy and V.J. Rao, Bioorg. Med. Chem., 14, 4600 (2006); https://doi.org/10.1016/j.bmc.2006.02.020
- T.H. Thatcher, I. Luzina, R. Fishelevich, M.A. Tomai, R.L. Miller and A.A. Gaspari, J. Invest. Dermatol., 126, 821 (2006); https://doi.org/10.1038/sj.jid.5700167
- C. Pellerano, L. Savini, P. Massarelli, G. Bruni and A.I. Fiaschi, Farmaco, 45, 269 (1990).
- H. Agui, T. Mitani, A. Izawa, T. Komatsu and T. Nakagome, J. Med. Chem., 20, 791 (1977); https://doi.org/10.1021/jm00216a010
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- A. Marella, O.P. Tanwar, R. Saha, M.R. Ali, S. Srivastava, M. Akhter, M. Shaquiquzzaman and M.M. Alam, Saudi Pharm. J., 21, 1 (2013); https://doi.org/10.1016/j.jsps.2012.03.002
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- B. Gabriele, R. Mancuso, G. Salerno, G. Ruffolo and P. Plastina, J. Org. Chem., 72, 6873 (2007); https://doi.org/10.1021/jo071094z
- H.V. Mierde, P.V.D. Voort, D.D. Vos and F. Verpoort, Eur. J. Org. Chem., 1625 (2008); https://doi.org/10.1002/ejoc.200701001
- X.-Y. Liu, P. Ding, J.-S. Huang and C.-M. Che, Org. Lett., 9, 2645 (2007); https://doi.org/10.1021/ol070814l
- G.C. Muscia, M. Bollini, J.P. Carnevale, A.M. Bruno and S.E. Asis, Tetrahedron Lett., 47, 8811 (2006); https://doi.org/10.1016/j.tetlet.2006.10.073
- T.O. Vieira and H. Alper, Chem. Commun., 2710 (2007); https://doi.org/10.1039/b702497e
- Y.Z. Hu, G. Zhang and R.P. Thummel, Org. Lett., 5, 2251 (2003); https://doi.org/10.1021/ol034559q
- B.R. McNaughton and B.L. Miller, Org. Lett., 5, 4257 (2003); https://doi.org/10.1021/ol035333q
- B. Jiang, J. Dong, Y. Jin, X. Du and M. Xu, Eur. J. Org. Chem., 2693 (2008); https://doi.org/10.1002/ejoc.200800121
- J. Wu, H.G. Xia and K. Gao, Org. Biomol. Chem., 4, 126 (2006); https://doi.org/10.1039/B514635F
- M. Dabiri, P. Salehi, M. Baghbanzadeh and M.S. Nikcheh, Tetrahedron Lett., 49, 5366 (2008); https://doi.org/10.1016/j.tetlet.2008.06.054
- R. Sarma and D. Prajapathi, Synlett, 3001 (2008); https://doi.org/10.1055/s-0028-1087340
- D. Tejeswararao, Asian J. Chem., 28, 2353 (2016); https://doi.org/10.14233/ajchem.2016.19533
- P. Srihari, J.S.S. Reddy, S.S. Mandal, K. Satyanarayana and J.S. Yadav, Synthesis, 1853 (2008); https://doi.org/10.1055/s-2008-1067083
References
J.P. Michael, Nat. Prod. Rep., 24, 223 (2007); https://doi.org/10.1039/b509528j
J.P. Michael, Nat. Prod. Rep., 22, 627 (2005); https://doi.org/10.1039/b413750g
J.P. Michael, Nat. Prod. Rep., 21, 650 (2004); https://doi.org/10.1039/b310691h
R. Klingenstein, P. Melnyk, S.R. Leliveld, A. Ryckebusch and C. Korth, J. Med. Chem., 49, 5300 (2006); https://doi.org/10.1021/jm0602763
P. Narender, U. Srinivas, M. Ravinder, B. Ananda Rao, C. Ramesh, K. Harakishore, B. Gangadasu, U.S.N. Murthy and V.J. Rao, Bioorg. Med. Chem., 14, 4600 (2006); https://doi.org/10.1016/j.bmc.2006.02.020
T.H. Thatcher, I. Luzina, R. Fishelevich, M.A. Tomai, R.L. Miller and A.A. Gaspari, J. Invest. Dermatol., 126, 821 (2006); https://doi.org/10.1038/sj.jid.5700167
C. Pellerano, L. Savini, P. Massarelli, G. Bruni and A.I. Fiaschi, Farmaco, 45, 269 (1990).
H. Agui, T. Mitani, A. Izawa, T. Komatsu and T. Nakagome, J. Med. Chem., 20, 791 (1977); https://doi.org/10.1021/jm00216a010
J.S. de Oliveira Santos, P. Verhaeghe, J.-F. Lohier, P. Rathelot, P. Vanelle and S. Rault, Acta Crystallogr., 63, o643 (2007); https://doi.org/10.1107/S0108270107046550
A. Marella, O.P. Tanwar, R. Saha, M.R. Ali, S. Srivastava, M. Akhter, M. Shaquiquzzaman and M.M. Alam, Saudi Pharm. J., 21, 1 (2013); https://doi.org/10.1016/j.jsps.2012.03.002
S.B. Marganakop, R.R. Kamble, J. Hoskeri, D.J. Prasad and G.Y. Meti, Med. Chem. Res., 23, 2727 (2014); https://doi.org/10.1007/s00044-013-0855-2
B. Gabriele, R. Mancuso, G. Salerno, G. Ruffolo and P. Plastina, J. Org. Chem., 72, 6873 (2007); https://doi.org/10.1021/jo071094z
H.V. Mierde, P.V.D. Voort, D.D. Vos and F. Verpoort, Eur. J. Org. Chem., 1625 (2008); https://doi.org/10.1002/ejoc.200701001
X.-Y. Liu, P. Ding, J.-S. Huang and C.-M. Che, Org. Lett., 9, 2645 (2007); https://doi.org/10.1021/ol070814l
G.C. Muscia, M. Bollini, J.P. Carnevale, A.M. Bruno and S.E. Asis, Tetrahedron Lett., 47, 8811 (2006); https://doi.org/10.1016/j.tetlet.2006.10.073
T.O. Vieira and H. Alper, Chem. Commun., 2710 (2007); https://doi.org/10.1039/b702497e
Y.Z. Hu, G. Zhang and R.P. Thummel, Org. Lett., 5, 2251 (2003); https://doi.org/10.1021/ol034559q
B.R. McNaughton and B.L. Miller, Org. Lett., 5, 4257 (2003); https://doi.org/10.1021/ol035333q
B. Jiang, J. Dong, Y. Jin, X. Du and M. Xu, Eur. J. Org. Chem., 2693 (2008); https://doi.org/10.1002/ejoc.200800121
J. Wu, H.G. Xia and K. Gao, Org. Biomol. Chem., 4, 126 (2006); https://doi.org/10.1039/B514635F
M. Dabiri, P. Salehi, M. Baghbanzadeh and M.S. Nikcheh, Tetrahedron Lett., 49, 5366 (2008); https://doi.org/10.1016/j.tetlet.2008.06.054
R. Sarma and D. Prajapathi, Synlett, 3001 (2008); https://doi.org/10.1055/s-0028-1087340
D. Tejeswararao, Asian J. Chem., 28, 2353 (2016); https://doi.org/10.14233/ajchem.2016.19533
P. Srihari, J.S.S. Reddy, S.S. Mandal, K. Satyanarayana and J.S. Yadav, Synthesis, 1853 (2008); https://doi.org/10.1055/s-2008-1067083