Synthesis 2006(5): 765-767  
DOI: 10.1055/s-2006-926327
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

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 Hatamjafarib, Ali Reza Karimic, Masoud Shaabanzadehb
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
Further Information

Publication History

Received 4 July 2005
Publication Date:
07 February 2006 (online)

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.