Michael Addition between Isatin and Acrylate Derivatives

Title: Michael Addition between Isatin and Acrylate Derivatives

Volume: 8 Issue: 9

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

Affiliation:

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

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.

Cite this article as:

Chen Gang, Tang Ying, Zhang Jie, Wu Ya, Hao Xiao-Jiang and Mu Shu-Zhen, Michael Addition between Isatin and Acrylate Derivatives, Letters in Organic Chemistry 2011; 8 (9) . https://dx.doi.org/10.2174/157017811799304269