J. Iran. Chem. Soc., Vol. 7, No. 1 March 2010, pp.45~50.

Current location: JICS Archive > Vol. 7 > No. 1 > Articles : 2

A Novel, Fast and Efficient One-Pot Four-Component Procedure for Preparation of Some Alkyl Spiro[indeno[1,2-b]quinoxaline-11,3'-pyrrolizine]-2'-carboxylates

A. Alizadeh Karsalarya, M.R. Mohammadizadehb,*, A.R. Hasaninejadb, A.A. Mohammadic and A.R. Karimid

aDepartment of Chemistry, Islamic Azad University, Savad Kooh Branch, P.O. Box 155, Savad Kooh, Iran
bDepartment of Chemistry, Faculty of Sciences, Persian Gulf University, Bushehr 75169, Iran
cDepartment of Chemistry, Faculty of Sciences, Shahid Beheshti University, P.O. Box 19395-4716, Tehran, Iran
dDepartment of Chemistry, Arak University, Arak 38156, Iran

In this study we report a novel one-pot reaction which stereoselectively affords alkyl spiro[indeno[1,2-b]quinoxaline-11,3'-pyrrolizine]-2'-carboxylates via the four-component condensation of ninhydrin, phenylenediamines, proline, and acrylic acid derivatives. The reactions were run in ethanol and completed at less than 25 min and the products were obtained in very good yields. The stereochemistry of the products was deduced on the basis of the 1H NOESY and comparison with the related systems.

Keywords: Ninhydrin, Phenylenediamines, Proline, Alkyl acrylates, Alkyl spiro[indeno[1,2-b]quinoxaline-11,3'-pyrrolizine]-2'-carboxylates

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