Department of Chemistry, College of Science, University of Mohaghegh Ardabili, 56199-11367 Ardabil, Iran.
Molecules. 2010 Oct 21;15(10):7353-62. doi: 10.3390/molecules15107353.
The aza-Michael addition of 1,2,3,6-tetrahydrophthalimide with symmetrical fumaric esters has been performed efficiently in a solvent-free system at 100 °C and using 1,4-diazabicyclo[2.2.2]octane (DABCO) as a base in the presence of tetrabutylammonium bromide (TBAB). The products were obtained in good to high yields within 2.5-7.0 h. This reaction worked well on linear alkyl fumarates and was not effective with nonlinear alkyl fumarates. Although the reaction was also applicable to acrylates such as n-butyl acrylate, methacrylates and crotonates were not suitable Michael acceptors for this reaction.
1,2,3,6-四氢邻苯二甲酰亚胺与对称富马酸酯的氮杂迈克尔加成在无溶剂体系中，100°C 下，以 1,4-二氮杂二环[2.2.2]辛烷（DABCO）为碱，四丁基溴化铵（TBAB）为相转移催化剂，高效进行。产物在 2.5-7.0 h 内以较好至较高的收率获得。该反应对线性烷基富马酸酯效果良好，但对非线性烷基富马酸酯无效。尽管该反应也适用于丙烯酸酯，如正丁基丙烯酸酯，但甲基丙烯酸酯和巴豆酸酯不适合作为该反应的迈克尔受体。
