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

被引:14
作者
Karsalary, A. Alizadeh [2 ]
Mohammadizadeh, M. R. [1 ]
Hasaninejad, A. R. [1 ]
Mohammadi, A. A. [3 ]
Karimi, A. R. [4 ]
机构
[1] Persian Gulf Univ, Fac Sci, Dept Chem, Bushehr 75169, Iran
[2] Islamic Azad Univ, Savad Kooh Branch, Dept Chem, Savad Kooh, Iran
[3] Shahid Beheshti Univ, Fac Sci, Dept Chem, Tehran, Iran
[4] Arak Univ, Dept Chem, Arak 38156, Iran
关键词
Ninhydrin; Phenylenediamines; Proline; Alkyl acrylates; Alkyl spiro[indeno[1,2-b]quinoxaline-11,3 '-pyrrolizine]-2 '-carboxylates; 1,3-DIPOLAR CYCLOADDITION REACTIONS; ALPHA-AMINO-ACIDS; X=Y-ZH SYSTEMS; MULTICOMPONENT REACTIONS; AZOMETHINE YLIDES; PYRROLIZIDINE ALKALOIDS; DECARBOXYLATIVE ROUTE; POTENTIAL 1,3-DIPOLES; METHODOLOGY; DERIVATIVES;
D O I
10.1007/BF03245858
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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 H-1 NOESY and comparison with the related systems.
引用
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页码:45 / 50
页数:6
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