Chemistry Journal
Articles Information
Chemistry Journal, Vol.1, No.3, Jun. 2015, Pub. Date: Apr. 20, 2015
A Catalytic Synthesis of Spiro[dibenzo[b,i]xanthene-13,30-Indoline]-Pentaones Using Heterogeneous Strong Basic Copper(II) Oxide Nanoparticles Catalyst Under Green Conditions
Pages: 46-50 Views: 4257 Downloads: 1433
Authors
[01] Ali Gharib, Department of Chemistry, Islamic Azad University, Mashhad, Iran; Department of Chemistry, Agricultural Researches and Services Center, Mashhad, Iran.
[02] Leila Vojdani Fard, Education Ministry, Education Organization of Razavi Khorasan, Mashhad, Iran.
[03] Nader Noroozi Pesyan, Department of Chemistry, Faculty of Science, Urmia University, Urmia, Iran.
[04] Mina Roshani, Department of Chemistry, Islamic Azad University, Mashhad, Iran.
Abstract
The protocol offers advantages in terms of higher yields, and mild reaction conditions, with reusability of the catalyst. Green chemistry protocols with the reusability of the nanoparticle as catalyst and water as a green solvent in the synthesis of spiro[dibenzo[b,i]xanthene-13,30-indoline]-pentaones is described. The copper(II) oxide nanoparticles functions as highly effective catalyst for the reactions of 2-hydroxynaphthalene-1,4-dione (1) and isatins (2a-d) and reflux conditions to afford the corresponding spiros in moderate to good yields. The catalyst is inexpensive, stable, can be easily recycled and reused for several cycles with consistent activity.
Keywords
Nanoparticles, Copper(II) Oxide, Catalyst, Isatin, Spiro, Heterogeneous
References
[01] R. J. Sundberg, “The chemistry of indoles,” Academic, New York, 1996.
[02] Da Silva, J. F. M .; Garden, S. J.; Pinto, A. C. Journal Braz Chem Soc. 2001, 12, 273.
[03] Zhu, S. L.; Ji, S. J.; Yong, Z. Tetrahedron. 2007, 63, 9365.
[04] Ma, J.; Hecht, M. Chem Commun. 2004, 1190.
[05] Usui, T.; Kondoh, M.;Cui, C. B. Biochem J. 1998, 333, 543.
[06] Nandakumar, A.; Thirumurugan, P.; Perumal, P. T. Bioorg Med Chem Lett. 2010, 20, 4252.
[07] Thomson, R. H. “Naturally occurring quinines,” 4th edn. Chapman & Hall, London, 1997.
[08] Perez, A. L.; Lamoureux, G.; Sanchez-Kopper, A. Tetrahedron Lett. 2007, 48, 3735.
[09] Tao, Y. T.; Balasubramaniam, E.; Danel, A. Journal Mater Chem, 2001, 11, 768.
[10] Gondek, E.; Kityk, I. V.; Danel, A. Mater Lett. 2006, 60, 3301.
[11] Pratt, Y. T.; Drake, N. L. Journal American Chemical Society. 1960, 82, 1155.
[12] Ryu, C. K.; Choi, K. U.; Shim, J. Y. Journal Bioorg Med Chem. 2003, 11, 4003.
[13] Denny, W. A.; Bagulet, B. C. “In Molecular Aspects of Anticancer Drug-DNA Interactions,” 2nd ed.; Waring, M. J., Neidle, S., Eds.; Macmillan: London, 1994, pp. 270-311.
[14] Tisler, M. “Advances in Heterocyclic Chemistry. In Heterocyclic Quinones,” A. R. Katriztky, Ed.; Academic: London, 1989, 45, 37.
[15] Seshu Babu, N.; Nayeem Pasha, K. T.; Venkateswara Rao, P. S. Tetrahedron Lett. 2008, 49, 2730.
[16] Klabunde, K. J.; Mulukutla, R.“Nanoscale Materials in Chemistry,” Wiley Interscience, New York, 2001.
[17] Adschiri, T.; Hakuta, Y.; Sue, K. Journal Nanopart Res. 2001, 3, 227.
[18] Adschiri, T.; Arai, K. “Supercritical Fluid Technology in Materials Science and Engineering,” Marcel Dekker Inc., Tokyo, 2003.
[19] Adschiri, T.; Kanazawa, K.; Arai, K. Journal American Ceram Society. 1992, 75, 1019.
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