13-Aryl-12H-dibenzo[b,i]xanthene-5,7,12,14(13H)-tetraone derivatives were synthesized by the one-pot condensation of 2-hydroxy-1,4-naphthoquinone and aldehydes under solvent-free conditions with good yields in the presence of silica-supported sodium hydrogen sulfate as heterogeneous catalyst. The catalyst is easily prepared, reusable, low-cost, and environment-friendly under the reaction conditions.
Similar content being viewed by others
References
T. Hideo and J. Teruomi, JP Pat. Appl. JPS565480 (A).
J. M. Jamison, K. Krabill, A. Hatwalkar, E. Jamison, and C.-C. Tsai, Cell Biol. Int. Rep., 14, 1075 (1990).
K. Chibale, M. Visser, D. van Schalkwyk, P. J. Smith, A. Saravanamuthu, and A. H. Fairlamb, Tetrahedron, 59, 2289 (2003).
J. P. Poupelin, G. Saint-Ruf, O. Foussard-Blanpin, G. Narcisse, G. Uchida Emouf, and R. Lacroix, Eur. J. Med. Chem., 13, 67 (1978).
B. B. Bhowmik and P. Ganguly, Spectrochim. Acta, 61, 1997 (2005).
M. F. Sartori, Chem. Rev., 63, 279 (1963).
M. Behforouz, J. Haddad, W. Cai, and Z. Gu, J. Org. Chem., 63, 343 (1998).
A. S. Hammam, M. S. K. Youssef, Sh. M. Radwansh, and M. A. Abdel-Rahman, Bull. Korean Chem. Soc., 25, 779 (2004).
S. Patai and Z. Rappoport (editors), The Chemistry of the Quinonoid Compounds, John Wiley & Sons, London, 1988.
Z. N. Tisseh, S. C. Azimi, P. Mirzaei, and A. Bazgir, Dyes Pigm., 79, 273 (2008).
A. Bazgir, Z. N. Tisseh, and P. Mirzaei, Tetrahedron Lett., 49, 5165 (2008).
Y. Li, B. Du, X. Xu, D. Shi, and S. Ji, Chin. J. Chem., 27, 1563 (2009).
A. Rahmati, Chin. Chem. Lett., 21, 761 (2010).
H. R. Shaterian, M. Ranjbar, and K. Azizi, J. Mol. Liq., 162, 95 (2011).
J. A. Melero, R. Van Grieken, and G. Morales, Chem. Rev., 106, 3790 (2006).
M. Adharvana Chari and K. Syamasundar, J. Mol. Catal. A: Chem., 221, 137 (2004).
S. Rostamizadeh, N. Shadjou, A. M. Amani, and S. Balalaie, Chin. Chem. Lett., 19, 1151 (2008).
R. K. Hunnur, B. Sunilkumar, P. S. Kumar, N. Srinivasulu, R. H. Udupi, and V. Hima bindu, Khim. Geterotsikl. Soedin., 196 (2008). [Chem. Heterocycl. Compd., 44, 143 (2008).]
M. Mo, Theses M. Sci. (Chem.), Wu Xi, 2013.
Author information
Authors and Affiliations
Corresponding author
Additional information
Published in Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1469-1473, September, 2013.
Rights and permissions
About this article
Cite this article
Liu, D., Gao, J., Li, L. et al. Silica-Supported Sodium Hydrogen Sulfate Catalyzed Synthesis of 13-Aryl-12H-Dibenzo[b,i]-Xanthene-5,7,12,14(13H)-Tetraones. Chem Heterocycl Comp 49, 1370–1373 (2013). https://doi.org/10.1007/s10593-013-1386-y
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10593-013-1386-y