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Vol. 29 No. 1 (2017): Vol 29 Issue 1

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Synthesis of New Derivatives of Spiro[9H-xanthene-oxindole] under Solvent-Free Conditions

https://doi.org/10.14233/ajchem.2017.20125
G.H. Imanzadeh1
1Department of Chemistry, College of Basic Science, University of Mohaghegh Ardabili, Ardabil 56199-11367, Iran 2Department of Chemistry, College of Basic Science, Payame Noor University, Ardabil 19395-4697, Iran *Corresponding author: Fax: +98 45 33514702; Tel: +98 45 33514701; E-mail: imanzad2000@yahoo.com
A.R. Banaei2
1Department of Chemistry, College of Basic Science, University of Mohaghegh Ardabili, Ardabil 56199-11367, Iran 2Department of Chemistry, College of Basic Science, Payame Noor University, Ardabil 19395-4697, Iran *Corresponding author: Fax: +98 45 33514702; Tel: +98 45 33514701; E-mail: imanzad2000@yahoo.com
S. Hashemi2
1Department of Chemistry, College of Basic Science, University of Mohaghegh Ardabili, Ardabil 56199-11367, Iran 2Department of Chemistry, College of Basic Science, Payame Noor University, Ardabil 19395-4697, Iran *Corresponding author: Fax: +98 45 33514702; Tel: +98 45 33514701; E-mail: imanzad2000@yahoo.com
Z. Soltanzadeh1
1Department of Chemistry, College of Basic Science, University of Mohaghegh Ardabili, Ardabil 56199-11367, Iran 2Department of Chemistry, College of Basic Science, Payame Noor University, Ardabil 19395-4697, Iran *Corresponding author: Fax: +98 45 33514702; Tel: +98 45 33514701; E-mail: imanzad2000@yahoo.com

Asian Journal of Chemistry, Vol. 29 No. 1 (2017): Vol 29 Issue 1

Abstract

In this paper, a simple and inexpensive method for the synthesis of a new series of spiro[9H-xanthene-oxindole] derivatives is described. The reaction proceeds in the presence of K2CO3 as a base and tetrabutyl ammonium bromide(TBAB), a low-cost and commercially available organic salt by conventional heating under solvent-free conditions. The structure of novel compounds were confirmed by IR, 1H NMR, 13C NMR and elemental analysis.

Keywords

Spiro[9H-xanthene-oxindole] Aza-Michael addition Solvent-free conditions a b-Unsaturated esters Alkyl halides.
Imanzadeh1, G., Banaei2, A., Hashemi2, S., & Soltanzadeh1, Z. (2016). Synthesis of New Derivatives of Spiro[9H-xanthene-oxindole] under Solvent-Free Conditions. Asian Journal of Chemistry, 29(1), 45–51. https://doi.org/10.14233/ajchem.2017.20125
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References
  1. H.N. Hafez, M.I. Hegab, I.S. Ahmed-Farag and A.B.A. El-Gazzar, Bioorg. Med. Chem. Lett., 18, 4538 (2008).
  2. T. Hideo and J. Teruomi, Japanese Patent 56005480 (1981); Chem. Abstr., 95, 80922b (1981).
  3. J.P. Poupelin, G. Saint-Rut, O. Foussard-Blanpin, G. Marcisse, G. Uchida-Ernouf, and R. Lacroix, Eur. J. Med. Chem., 13, 67 (1978).
  4. R.W. Lambert, J.A. Martin, J.H. Merrett, K.E.B. Parkes and G.J. Thomas, Pyrimidine Nucleosides, PCT Int. Appl. WO1997006178 A1 (1997).
  5. G. Saint-Ruf, A. De and H.T. Hieu, Bull. Chim. Therap., 7, 83 (1972).
  6. R.M. Ion, Prog. Catal., 2, 55 (1997).
  7. B.B. Bhowmik and P. Ganguly, Spectrochim. Acta A, 61, 1997 (2005).
  8. M. Ahmad, T.A. King, D.-K. Ko, B.H. Cha and J. Lee, J. Phys. D: Appl. Phys., 35, 1473 (2002).
  9. C.G. Knight and T. Stephens, Biochem. J., 258, 683 (1989).
  10. J.P. Alcantara-Licudine, M.K. Kawate and Q.X. Li, J. Agric. Food Chem., 45, 766 (1997).
  11. G. Casiraghi, G. Casnati and M. Cornia, Tetrahedron Lett., 14, 679 (1973).
  12. A. Bekaert, J. Andrieux and M. Plat, Tetrahedron Lett., 33, 2805 (1992).
  13. D.W. Knight and P.B. Little, J. Chem. Soc. Perkin Trans., 1771 (2001).
  14. J.-Q. Wang and R.G. Harvey, Tertrahedron, 58, 5927 (2002).
  15. A. Jha and J. Beal, Tetrahedron Lett., 45, 8999 (2004).
  16. Y. Hayashi, J.J. Rohde and E.J. Corey, J. Am. Chem. Soc., 118, 5502 (1996).
  17. H. Firouzabadi, N. Iranpoor, M. Jafarpour and A. Ghaderi, J. Mol. Catal. A, 252, 150 (2006).
  18. M. Maggini, M. Prato, M. Ranelli and G. Scorrano, Tetrahedron Lett., 33, 6537 (1992).
  19. O.A. Moe and D.T. Warner, J. Am. Chem. Soc., 71, 1251 (1949).
  20. G.H. Imanzadeh, F. Ahmadi, M. Zamanloo and Y. Mansoori, Molecules, 15, 7353 (2010).
  21. G.H. Imanzadeh, F. Kazemi, M. Zamanloo and Y. Mansoori, Ultrason. Sonochem., 20, 722 (2013).
  22. G.H. Imanzadeh and H. Hooshmand, Lett. Org. Chem., 12, 631 (2015).
  23. S. Ahadi, H.R. Khavasi and A. Bazgir, Chem. Pharm. Bull. (Tokyo), 56, 1328 (2008).
  24. A.I. Vogel, Vogel's Textbook of Practical Organic Chemistry, Longman Press, London, edn 4 (1978).
  25. G.H. Imanzadeh, Z. Soltanizadeh, A. Khodayari, M. Zamanloo, Y. Mansoori and J. Salehzadeh, Chin. J. Chem., 30, 891 (2012).
  26. G.H. Imanzadeh, T. Aghaalizadeh, M. Zamanloo and Y. Mansoori, J. Chil. Chem. Soc., 56, 616 (2011).
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