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Green Protocol for the Synthesis of 2-Aryl-2,3-dihydroquinazoline-4(1H)-ones Using Indion Ina 225H Resin
Corresponding Author(s) : Apuri Satyender
Asian Journal of Chemistry,
Vol. 27 No. 6 (2015): Vol 27 Issue 6
Abstract
Synthesis of 2-aryl-2,3-dihydroquinazoline-4(1H)-ones is described by using new and novel heterogeneous catalyst, Indion Ina 225H resin. Anthranilamide was reacted with a series of aromatic aldehydes in presence of resin to afford various 2-aryl substituted 2,3-dihydroquinazoline-4(1H)-ones. The resin employed in these reactions can be recovered and reused.
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- C.J. Li and B.M. Trost, Proc. Natl. Acad. Sci. USA, 105, 13197 (2008); doi:10.1073/pnas.0804348105.
- P.F. Barbaro and F. Liguori, Chem. Rev., 109, 515 (2009); doi:10.1021/cr800404j.
- A.V. Narsaiah, A.R. Reddy, B.V.S. Reddy and J.S. Yadav, The Open Cat. J., 4, 43 (2011); doi:10.2174/1876214X01104010043.
- Z.S. Qureshi, K.S. Deshmukh, P.J. Tambade and B.M. Bhanage, Tetrahedron Lett., 51, 724 (2010); doi:10.1016/j.tetlet.2009.11.122.
- M. Prasad, K. Singh and H.S. Mishra, Indian J. Chemtech., 6, 63 (1999).
- R. Surasani, D. Kalita and K.B. Chandrashekhar, Green Chem. Lett. Rev., 6, 113 (2013); doi:10.1080/17518253.2012.711372.
- L. Yale and M. Kalkstein, J. Med. Chem., 10, 334 (1967); doi:10.1021/jm00315a010.
- J.P. Michael, Nat. Prod. Rep., 21, 650 (2004); doi:10.1039/b310691h.
- R.P. Maskey, M. Shaaban, I. Grun-Wollny and H. Laatsch, J. Nat. Prod., 67, 1131 (2004); doi:10.1021/np0305425.
- B. Somanadhan, C. Leong, S.R. Whitton, S. Ng, A.D. Buss and M.S. Butler, J. Nat. Prod., 74, 1500 (2011); doi:10.1021/np1006179.
- J. Chen, W. Su, H. Wu, M. Liu and C. Jin, Green Chem., 9, 972 (2007); doi:10.1039/b700957g.
- B.V. Subba Reddy, A. Venkateswarlu, C. Madan and A. Vinu, Tetrahedron Lett., 52, 1891 (2011); doi:10.1016/j.tetlet.2011.02.030.
- A. Shaabani, A. Maleki and H. Mofakham, Synth. Commun., 38, 3751 (2008); doi:10.1080/00397910802213802.
- B. Bharate, N. Mupparapu, S. Manda, J.B. Bharate, R. Mudududdla, R.R. Yadav and R.A. Vishwakarma, Arkivok, 308 (2012); doi:10.3998/ark.5550190.0013.826.
- D.Q. Shi, L.C. Rong, J.X. Wang, Q.Y. Zhuang, X.S. Wang and H.W. Hu, Tetrahedron Lett., 44, 3199 (2003); doi:10.1016/S0040-4039(03)00449-0.
- R.J. Abdel-Jalil, W. Voelter and M. Saeed, Tetrahedron Lett., 45, 3475 (2004); doi:10.1016/j.tetlet.2004.03.003.
- G.M. Chinigo, M. Paige, S. Grindrod, E. Hamel, S. Dakshanamurthy, M. Chruszcz, W.L. Minor and M.L. Brown, J. Med. Chem., 51, 4620 (2008); doi:10.1021/jm800271c.
- X.S. Cheng, S. Vellalath, R. Goddard and B. List, J. Am. Chem. Soc., 130, 15786 (2008); doi:10.1021/ja8071034.
References
C.J. Li and B.M. Trost, Proc. Natl. Acad. Sci. USA, 105, 13197 (2008); doi:10.1073/pnas.0804348105.
P.F. Barbaro and F. Liguori, Chem. Rev., 109, 515 (2009); doi:10.1021/cr800404j.
A.V. Narsaiah, A.R. Reddy, B.V.S. Reddy and J.S. Yadav, The Open Cat. J., 4, 43 (2011); doi:10.2174/1876214X01104010043.
Z.S. Qureshi, K.S. Deshmukh, P.J. Tambade and B.M. Bhanage, Tetrahedron Lett., 51, 724 (2010); doi:10.1016/j.tetlet.2009.11.122.
M. Prasad, K. Singh and H.S. Mishra, Indian J. Chemtech., 6, 63 (1999).
R. Surasani, D. Kalita and K.B. Chandrashekhar, Green Chem. Lett. Rev., 6, 113 (2013); doi:10.1080/17518253.2012.711372.
L. Yale and M. Kalkstein, J. Med. Chem., 10, 334 (1967); doi:10.1021/jm00315a010.
J.P. Michael, Nat. Prod. Rep., 21, 650 (2004); doi:10.1039/b310691h.
R.P. Maskey, M. Shaaban, I. Grun-Wollny and H. Laatsch, J. Nat. Prod., 67, 1131 (2004); doi:10.1021/np0305425.
B. Somanadhan, C. Leong, S.R. Whitton, S. Ng, A.D. Buss and M.S. Butler, J. Nat. Prod., 74, 1500 (2011); doi:10.1021/np1006179.
J. Chen, W. Su, H. Wu, M. Liu and C. Jin, Green Chem., 9, 972 (2007); doi:10.1039/b700957g.
B.V. Subba Reddy, A. Venkateswarlu, C. Madan and A. Vinu, Tetrahedron Lett., 52, 1891 (2011); doi:10.1016/j.tetlet.2011.02.030.
A. Shaabani, A. Maleki and H. Mofakham, Synth. Commun., 38, 3751 (2008); doi:10.1080/00397910802213802.
B. Bharate, N. Mupparapu, S. Manda, J.B. Bharate, R. Mudududdla, R.R. Yadav and R.A. Vishwakarma, Arkivok, 308 (2012); doi:10.3998/ark.5550190.0013.826.
D.Q. Shi, L.C. Rong, J.X. Wang, Q.Y. Zhuang, X.S. Wang and H.W. Hu, Tetrahedron Lett., 44, 3199 (2003); doi:10.1016/S0040-4039(03)00449-0.
R.J. Abdel-Jalil, W. Voelter and M. Saeed, Tetrahedron Lett., 45, 3475 (2004); doi:10.1016/j.tetlet.2004.03.003.
G.M. Chinigo, M. Paige, S. Grindrod, E. Hamel, S. Dakshanamurthy, M. Chruszcz, W.L. Minor and M.L. Brown, J. Med. Chem., 51, 4620 (2008); doi:10.1021/jm800271c.
X.S. Cheng, S. Vellalath, R. Goddard and B. List, J. Am. Chem. Soc., 130, 15786 (2008); doi:10.1021/ja8071034.