Heteropolyacid-Containing Ionic Liquid-Catalyzed Multicomponent Synthesis of Bridgehead Nitrogen Heterocycles: Mechanisms and Mitochondrial Staining
作者:Haline G. O. Alvim、Jose R. Correa、José A. F. Assumpção、Wender A. da Silva、Marcelo O. Rodrigues、Julio L. de Macedo、Mariana Fioramonte、Fabio C. Gozzo、Claudia C. Gatto、Brenno A. D. Neto
DOI:10.1021/acs.joc.8b00472
日期:2018.4.6
The current manuscript describes the use of a heteropolyacid-containing task-specific ionic liquid, supported in imidazolium-based ionic liquids, as the catalyst for an efficient multicomponent synthesis of hexahydroimidazo[1,2-α]pyridine derivatives. The reactions conditions were fully optimized, and the bridgehead nitrogen heterocycle derivatives could be obtained in just 1 h exclusively as a single
当前的手稿描述了在咪唑基离子液体中负载的含杂多酸的特定任务离子液体,作为高效多组分合成六氢咪唑并[1,2-α]吡啶衍生物的催化剂的用途。完全优化了反应条件,桥头氮杂环衍生物仅在1小时内即可获得单一异构体(反式)。单晶X射线分析证实了反式衍生物是唯一的异构体。通过ESI(+)-MS(/ MS)研究了反应机理,并使用了优雅的电荷标签策略,提出了用于当前转化的催化循环,并揭示了至少两个反应途径的可能性。合成了一种带有香豆素骨架的衍生物,其荧光性质使其可以作为线粒体的活细胞成像实验的探针进行测试。