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Vol. 25 No. 9 (2013): Vol 25 Issue 9

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A Facile Synthesis of Some Spirooxoindole Derivatives via One-Pot Three-Component Reactions

https://doi.org/10.14233/ajchem.2013.14270
Ghada E. Badri
Women Students-Medical Studies and Sciences Sections, Department of Chemistry, College of Science, King Saud University, P.O. Box 22452, Riyadh 11495, Saudi Arabia
Fatma E.M. El-Baih
Women Students-Medical Studies and Sciences Sections, Department of Chemistry, College of Science, King Saud University, P.O. Box 22452, Riyadh 11495, Saudi Arabia
Hassan M. Al-Hazimi
Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia

Corresponding Author(s) : Ghada E. Badri

gh.articles@hotmail.com

Asian Journal of Chemistry, Vol. 25 No. 9 (2013): Vol 25 Issue 9

Abstract

Tetrahydrospiro[chromene-4,3'-indole]-2-ones (5a-c) and spiro[indole-3,4'-pyrano(3',2'-d)pyrazole]-2-ones (6a-b) have been synthesized based on the one-pot three-component cyclocondensation reaction of 5-(un)substituted isatins (1a-c) with ethyl cyanoacetate (2) and 5,5-dimethylcyclohexane-1,3-dione (3) or 5-methyl-2-phenyl-2,4-dihydro-pyrazol-3-one (4) in absolute ethanol containing a catalytic amount of Et3N carried out under both conventional heating and environmentally benign procedures. The structures of the resulting compounds were confirmed by spectral {IR, 1H NMR, 13C NMR, 2D NMR [1H-1H COSY, 1H-13C COSY (HETCOR)] and electrospray ionization tandem mass [(±) ESI-MS/MS]} analysis.

Keywords

Isatin Spirooxoindole Ultrasound irradiation Microwave irradiation Retro diels-alder fragmentation
E. Badri, G., E.M. El-Baih, F., & M. Al-Hazimi, H. (2013). A Facile Synthesis of Some Spirooxoindole Derivatives via One-Pot Three-Component Reactions. Asian Journal of Chemistry, 25(9), 5006–5012. https://doi.org/10.14233/ajchem.2013.14270
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