Multi-Component Reaction of Amines, Alkyl Propiolates, and Ninhydrin: An Efficient Protocol for the Synthesis of Tetrahydro-dihydroxy-oxoindeno[1,2-b]pyrrole Derivatives

Javad Azizian; Farhad Hatamjafari; Ali Reza Karimi; Masoud Shaabanzadeh

doi:10.1055/s-2006-926327

SHORTPAPER

Multi-Component Reaction of Amines, Alkyl Propiolates, and Ninhydrin: An Efficient Protocol for the Synthesis of Tetrahydro-dihydroxy-oxoindeno[1,2-b]pyrrole Derivatives

Javad Azizian*^a, Farhad Hatamjafari^b, Ali Reza Karimi^c, Masoud Shaabanzadeh^b
^a Chemistry Department, Faculty of Sciences, Shahid Beheshty University, 1983963113, Tehran, Iran
e-Mail: j-azizian@cc.sbu.ac.ir;
^b Chemistry Department, Science and Research Campus, Islamic Azad University, P. O. Box 19395-1775, Tehran, Iran
^c Chemistry Department, Faculty of Sciences, Islamic Azad University, P. O. Box 31485-313, Karaj, Iran

Abstract

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Abstract

A new protocol for the synthesis of a series of tetrahydro-dihydroxy-oxoindeno[1,2-b]pyrrole from simple primary amines, alkyl propiolates, and ninhydrin was developed. The key step in the synthesis is an efficient three-component reaction of an amine with an alkyl propiolate to give a 3-amino acrylate derivative, which then reacts with ninhydrin.

Key words

tetrahydro-dihydroxy-oxoindeno[1,2-b]pyrrole derivatives - multicomponent reaction - cyclization

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References

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