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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Michael Addition between Isatin and Acrylate Derivatives

Author(s): Gang Chen, Ying Tang, Jie Zhang, Ya Wu, Xiao-Jiang Hao and Shu-Zhen Mu

Volume 8, Issue 9, 2011

Page: [614 - 617] Pages: 4

DOI: 10.2174/157017811799304269

Price: $65

Abstract

A simple and efficient Michael addit ion of isatin to acrylate in the presence of KOH was described. Methyl β-(2,3-dioxoindolin-1-yl) propanoate was synthesized firstly by the addition of isatin to methyl acrylate in a feasible approach using 10% KOH as catalyst in DMF with the highest yield of 72.5% under the optimized conditions. A series of β-(2,3-dioxoindolin-1-yl) propanoate derivatives was synthesized according to this approach and gave moderate to relative high yields. The directive distinct color changes in this reaction were illuminated by the reaction mechanism analysis.

Keywords: Acrylate, β-(2,3-dioxoindolin-1-yl) propanoate, isatin, Michael addition, cryptophycin, propanoate, emeriamine, vitamin B3, peptides


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