Abstract
1,2-Dihydro-1-arylnaphtho[1,2-e][1,3]oxazine-3-one derivatives were synthesized in high yields using a facile and one-pot condensation of 2-naphthol, aromatic aldehydes and urea catalyzed by perchloric acid supported on silica under thermal solvent-free conditions.
Article PDF
Similar content being viewed by others
Avoid common mistakes on your manuscript.
References
A. Domiling, I. Ugi, Angew. Chem. Int. Ed. 39 (2000) 3168.
L. Weber, K. Illegen, M. Almstetter, Synlett (1999) 366.
A. Strecker, Liebigs. Ann. Chem. 75 (1850) 27.
D. Pizzirani, M. Roberti, M. Recanatini, Tetrahedron Lett. 48 (2007) 7120.
R.S. Kumar, S. Perumal, Tetrahedron Lett. 48 (2007) 7164.
D. Dallinger, N.Y. Gorobets, C.O. Kappe, Org. Lett. 5 (2003) 1205.
U. Bora, A. Saikia, R.C. Boruah, Org. Lett. 5 (2003) 435.
A. Shaabani, R. Ghadari, A. Rahmati, A.H. Rezayan, J. Iran. Chem. Soc. 6 (2009) 710.
M.A. Zolfigol, I. Mohammadpoor-Baltork, M. Shiri, J. Iran. Chem. Soc. 5 (2008) 90 and references cited therein.
A. Corma, H. Garcia, Adv. Synth. Catal. 348 (2006) 1391.
A.K. Chakraborthi, R. Gulhane, Chem. Commun. (2003) 1896.
V.T. Kamble, V.S. Jamode, N.S. Joshi, A.V. Biradar, R.Y. Deshmukh, Tetrahedron Lett. 47 (2006) 5573
A.T. Kahan, L.H. Choudhury, S. Ghosh, J. Mol. Cat. A: Chem. 255 (2006) 230.
S. Rudrawar, R.C. Besra, A.K. Chakraborti, Synthesis (2006) 2767.
A.T. Khan, T. Pravin, L.H. Choudhury, Synthesis (2006) 2497.
A. Agarwal, Y.D. Vankar, Carbohydrate Res. 340 (2005) 1661
A. Agarwal, S. Rani, Y.D. Vankar, J. Org. Chem. 69 (2004) 6137.
A.T. Khan, S. Ghosh, L.H. Choudhury, Eur. J. Org. Chem. (2006) 2226.
G. Agnihotri, A.K. Misra, Tetrahedron Lett. 47 (2006) 3653
P. Tiwari, A.K. Misra, Tetrahedron Lett. 47 (2006) 3573.
M. Maheswara, V. Siddaiah, G.L.V. Damu, C.V. Rao, ARKIVOC (2006) 201.
V.T. Kamble, K.R. Kadam, N.S. Joshi, D.B. Muley, Catal. Commun. 8 (2007) 498.
Y. Du, G. Wei, S. Cheng, Y. Hua, R.J. Linhardt, Tetrahedron Lett. 47 (2006) 307.
A.K. Chakraborthi, S.V. Chankeshwara, Org. Biomol. Chem. 4 (2006) 2769.
S. Kantevari, S.V.N. Vuppalapati, D.O. Biradar, L. Nagarapu, J. Mol. Catal. A: Chem. 266 (2006) 109.
M. Narasimhulu, T.S. Reddy, K.C. Mahesh, P. Prabhakar, C.B. Rao, Y. Venkateswarlu, J. Mol. Catal. A: Chem. 266 (2006) 114.
M.A. Bigdeli, M.M. Heravi, G.H. Mahdavinia, J. Mol. Catal. A: Chem. 275 (2007) 25.
A.S. Girgis, Pharmazie (2000) 466.
N. Latif, N. Mishriky, F.M. Assad, Aust. J. Chem. 35 (1982) 1037.
Y. Wang, X. Li, K. Ding, Tetrahedron: Asymmetry 13 (2002) 1291.
K. Ikeda, T. Morimoto, M. Sekia, Chem. Pharm. Bull. (1980) 1178.
I. Szatmari, A. Hetenyi, L. Lazar, F. Fulop, J. Hetrocyclic Chem. 41 (2004) 367.
C. Cimarelli, G. Palmieri, E. Volpini, Can. J. Chem. 82 (2004) 1341.
M. Dabiri, A.S. Delbari, A. Bazgir, Synlett (2007) 821.
M.A. Bigdeli, M.M. Heravi, G.H. Mahdavinia, Catal. Commun. 8 (2007) 1595.
M.A. Bigdeli, S. Jafari, G.H. Mahdavinia, H. Hazarkhani, Catal. Commun. 8 (2007) 1641.
M.A. Bigdeli, A. Rahmati, H. Abbasi-Ghadim, G.H. Mahdavinia, Tetrahedron Lett. 48 (2007) 4575.
C.O. Kappe, J. Org. Chem. 62 (1997) 7201.
S.R. Angle, J.D. Rainer, Z. Woytowiez, J. Org. Chem. 62 (1997) 5884.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Abbastabar Ahangar, H., Mahdavinia, G.H., Marjani, K. et al. A One-Pot synthesis of 1,2-Dihydro-1-arylnaphtho[1,2-e][1,3]oxazine-3-one Derivatives catalyzed by Perchloric Acid Supported on Silica (HClO4/SiO2) in the absence of solvent. JICS 7, 770–774 (2010). https://doi.org/10.1007/BF03246067
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF03246067