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Sulfonic-Acid-Functionalized Silica Catalyzed, Facile and Efficient Method for the Synthesis of Aryl-14H-dibenzo[a,i]xanthenes
Corresponding Author(s) : Weilin Li
Asian Journal of Chemistry,
Vol. 25 No. 15 (2013): Vol 25 Issue 15
Abstract
Aryl-14H-dibenzo[a,i]xanthenes were synthesized efficiently by one-pot reaction of b-naphthol, aldehydes and 2-hydroxy-1,4-naphthoquinone in the presence of sulfonic acid functionalized silica at 110 ºC without solvent. All products were characterized by 1H and 13C NMR, MS techniques and elemental analysis.
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- J.P. Poupelin, G. Saint-Ruft, O. Foussard-Blanpin, G. Narcisse, G. Uchida-Ernouf and R. Lacroix, Eur. J. Med. Chem., 67, 13 (1978).
- R.W. Lambert, J.A. Martin, J.H. Merrett, K.E.B. Parkes and G.J. Thomas, PCT Int. Appl. WO 9706178 (1997).
- B.B. Bhowmik and P. Ganguly, Spectrochim. Acta A, 61, 1997 (2005).
- R.G. Saint, H.T. Hieu and J.P. Poupelin, Naturwissenschaften, 62, 584 (1975).
- C.G. Knight and T. Stephens, Biochem. J., 258, 683 (1989).
- M. Ahmad, T.A. King, B.H. Cha and J. Lee, J. Phys. D: Appl. Phys., 35, 1473 (2002).
- (a) R.J. Sarma and J.B. Baruah, Dyes Pigments, 64, 91 (2005); (b) A.R. Khosropour, M.M. Khodaei and H. Moghannian, Synlett, 955 (2005); (c) A. Khoramabadizad, S.A. Akbari and A. Shiri, J. Chem. Res., 5, 277 (2005); (d) A.P. Mohamed and P.J. Vaderapura, Bioorg. Med. Chem. Lett., 17, 621 (2007); (e) M.A. Mostafa, S. Mozhdeh and B. Ayoob, Appl. Catal. A, 323, 242 (2007); (f) M.H. Majid, B. Khadijeh, D. Zohreh and F.B. Fatemeh, J. Mol. Catal. A, 273, 99 (2007); (g) R.S. Hamid, G. Majid and H. Asadollah, Dyes Pigments, 76, 564 (2008); (h) S. Mozhdeh, M. Peiman and B. Ayoob, Dyes Pigments, 76, 836 (2008); (i) S. Ko and C.F. Yao, Tetrahedron Lett., 47, 8827 (2006); (j) A.B. Mohammad, M.H. Majid and H.M. Gholam, Catal. Commun., 8, 1595 (2007).
- D. Choudhary, S. Paul, R. Gupta and J.H. Clark, Green Chem., 8, 479 (2006).
- Z. Li, X. Ma, J. Liu, X. Feng, G. Tian and A. Zhu, J. Mol. Catal. A, 272, 132 (2007)
References
J.P. Poupelin, G. Saint-Ruft, O. Foussard-Blanpin, G. Narcisse, G. Uchida-Ernouf and R. Lacroix, Eur. J. Med. Chem., 67, 13 (1978).
R.W. Lambert, J.A. Martin, J.H. Merrett, K.E.B. Parkes and G.J. Thomas, PCT Int. Appl. WO 9706178 (1997).
B.B. Bhowmik and P. Ganguly, Spectrochim. Acta A, 61, 1997 (2005).
R.G. Saint, H.T. Hieu and J.P. Poupelin, Naturwissenschaften, 62, 584 (1975).
C.G. Knight and T. Stephens, Biochem. J., 258, 683 (1989).
M. Ahmad, T.A. King, B.H. Cha and J. Lee, J. Phys. D: Appl. Phys., 35, 1473 (2002).
(a) R.J. Sarma and J.B. Baruah, Dyes Pigments, 64, 91 (2005); (b) A.R. Khosropour, M.M. Khodaei and H. Moghannian, Synlett, 955 (2005); (c) A. Khoramabadizad, S.A. Akbari and A. Shiri, J. Chem. Res., 5, 277 (2005); (d) A.P. Mohamed and P.J. Vaderapura, Bioorg. Med. Chem. Lett., 17, 621 (2007); (e) M.A. Mostafa, S. Mozhdeh and B. Ayoob, Appl. Catal. A, 323, 242 (2007); (f) M.H. Majid, B. Khadijeh, D. Zohreh and F.B. Fatemeh, J. Mol. Catal. A, 273, 99 (2007); (g) R.S. Hamid, G. Majid and H. Asadollah, Dyes Pigments, 76, 564 (2008); (h) S. Mozhdeh, M. Peiman and B. Ayoob, Dyes Pigments, 76, 836 (2008); (i) S. Ko and C.F. Yao, Tetrahedron Lett., 47, 8827 (2006); (j) A.B. Mohammad, M.H. Majid and H.M. Gholam, Catal. Commun., 8, 1595 (2007).
D. Choudhary, S. Paul, R. Gupta and J.H. Clark, Green Chem., 8, 479 (2006).
Z. Li, X. Ma, J. Liu, X. Feng, G. Tian and A. Zhu, J. Mol. Catal. A, 272, 132 (2007)