A Novel Four-Component Reaction for the Diastereoselective Synthesis of Some New Spiro Pyrrolizidines via 1,3-Dipolar Cycloaddition of Azomethine Ylides

Javad Azizian; Ali Reza Karimi; Ali A. Mohammadi; Mohammad R. Mohammadizadeh

doi:10.1055/s-2004-831186

SHORTPAPER

A Novel Four-Component Reaction for the Diastereoselective Synthesis of Some New Spiro Pyrrolizidines via 1,3-Dipolar Cycloaddition of Azomethine Ylides

Javad Azizian*, Ali Reza Karimi, Ali A. Mohammadi, Mohammad R. Mohammadizadeh
Chemistry Department, Shahid Beheshti University, Postal Code 1983963113, Tehran, Iran
Fax: +98(21)2401765; e-Mail: J-Azizin@cc.sbu.ac.ir;

Abstract

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Abstract

With regard to green chemistry, atom-efficient transformations of easily available starting materials into complex organic building blocks become increasingly important. Here, a novel four-component condensation of ninhydrin, 1,2-phenylene diamine, proline and N-aryl maleimides to some new spiro pyrrolizidines via 1,3-dipolar cycloadditions of azomethine ylides, under microwave irradiation or classical conditions, is reported.

Key words

spiro pyrrolizidines - azomethine ylides - 1,3-dipolar cycloadditions

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