One-pot Synthesis of Xanthene Derivatives as Potential Antiviral and Anti-inflammatory Agents using Nano-SnO2 as an Efficient Catalyst

Subject Areas : Polymer

Bita Baghernejad ¹ , Mahsa Fiuzat ²

1 - Department of Chemistry, Payame Noor University, Iran
2 - Department of Chemistry, Payame Noor University, Iran

Received: 2021-05-19 Accepted : 2021-05-19 Published : 2021-05-01

Keywords:

Abstract :

An efficient three-component one-pot synthesis of 1,8-dioxo-octahydroxanthenes from demedone, aldehydes, in the presence of a catalytic amount of nano-SnO2 is described. The reactions were carried out at 80oC under EtOH-solvent media. The structures of the compounds were characterized by IR,1 H-NMR,13C-NMR, and Mass spectra and by elemental analysis. The advantages of the effective method were good yields, short reaction times, simple work-up, ecofriendly solvent, and inexpensive and reusable catalyst. The catalyst could be recycled and reused for five times without much loss of its activity.

References:

[1]. (a) S. M. Menchen, S. C. Benson, J.Y.L. Lam, W. Zhen, D. Sun, B.B. Rosenblum, S.H.
Khan, M. Taing, US Patent.,US583168 (2003); (b) A. Banerjee, A.K. Mukherjee, Stain Technol.,
56, 83 (1981).
[2]. T. Hideo, Jpn.Tokkyo Koho JP 56005480 (1981).
[3]. R.M. Ion, C. Albulescu, O. Sirkecioglu, N. Talinli, Intenet. Photochem. Photobiol., (2000).
[4]. J.P. Poupelin, G. Saint-Ruf, O. Foussard-Blanpin, G. Narcisse, G. Uchida-Ernouf, R. Lacroix,
Eur. J. Med. Chem., 13, 67 (1978).
[5]. R.W. Lambert, J.A. Martin, J. H. Merrett, K. E. B. Parkes, G. J. Thomas, PCT Int. Appl.
WO9706178 (1997).
[6]. J.Q. Wang, R.G. Harvey, Tetrahedron., 58, 5927 (2002).
[7]. D.W. Knight, P.B. Little, J. Chem. Soc. Perkin Trans., 1, 14, 1771 (2001).
[8]. G. Casiraghi, G. Casnati, M. Cornia, Tetrahedron Lett., 14, 679 (1973).
[9]. T.S. Jin, J.S. Zhang, J.C. Xio, A.Q. Wang, T.S. Li, Synlett., 5, 866 (2004).
[10]. T.S. Jin, J.S. Zhang, A.Q. Wang, T.S. Li, Ultrason. Sonochem., 13, 220 (2006).
[11]. A. John, P. J. P. Yadav, S. Palaniappan, J. Mol. Catal. A: Chem., 248, 121(2006).
[12]. A. R. Khosropour, M. M. Khodaei, H. Moghannian, Synlett., 6, 955 (2005).
[13]. B. Das, P. Thirupathi, K. R. Reddy, B. Ravikanth, L. Nagarapu, Catal. Commun., 7, 737
(2006).
[14]. E. T. H.Tan, G. W.Ho, A. S. W.Wong, S.Kawi, A. T. S. Wee, Nanotechnology, 19, 1(2008).
[15]. E. C. Horning, M. G. Horing, J. Org. Chem., 11, 95 (1946).
[16]. J. Kong, H. Deng, P. Yanga, J. Chu. Mater. Chem. Phys., 114, 854 (2009).
[17]. X. Zhong, B. Yang, X. Zhang, J. Jia, G. Yi. Particuology, 10, 365 (2012).
[18]. T. Seiyama, A. Kato, K. Fujiishi, M. Nagatani, Anal. Chem., 34, 1502 (1962).
[19]. D. Wang, X.F. Chu, M.L. Gong, Sens. Actuators. B. Chem., 117, 183 (2006).
[20]. L. Korosi, S. Papp, V. Meynen, P. Cool, E.F. Vansant, I. Dekany, Colloids. Surf. A. Physicochem. Eng. Aspects., 268, 147 (2005).
[21]. T. Krishnakumar., R. Jayaprakash, N. Pinna, V.N. Singh, B.R. Mehta, A.R. Phani, Mater. Lett., 63, 242 (2009).

[22]. T. Krishnakumar., R. Jayaprakash, M. Parthibavarman, N. Pinna, V.N. Singh, B.R. Mehta,
A.R. Phani, Mater. Lett., 63, 896 (2009).
[23]. S. Thanasanvorakun, P. Mangkorntong, S. Choopun, N. Mangkorntong, Ceram. Int., 34, 1127
(2008).
[24]. Y. Dabin, W. Debao, Y. Weichao, Q. Yitai, Mater. Lett., 58, 84 (2004).
[25]. Z. Liu, D. Zhang, S. Han, C. Li, T. Tang, W. Jin, Adv. Mater., 15, 1754 (2003).
[26]. B. Liu, H. C. Zeng, J. Phys. Chem. B., 108, 5867 (2004).
[27]. H.X. Luo, Z. Ying-Ji, W. Shi-Wei, Mater. Chem. Phys., 88, 421 (2004)