General and Efficient Copper-Catalyzed Three-Component Coupling Reaction towards Imidazoheterocycles: One-Pot Synthesis of Alpidem and Zolpidem
作者:Natalia Chernyak、Vladimir Gevorgyan
DOI:10.1002/anie.200907291
日期:2010.4.1
Three is not a crowd: A method for the construction of imidazopyridine, imidazoquinoline, and imidazoisoquinoline frameworks has been developed. The synthetic utility of this method was demonstrated in a highly efficientone‐potsynthesis of the drugs alpidem and zolpidem (see scheme).
Mechanistic Studies on a New Catalyst System (CuI-NaHSO4×SiO2) Leading to the One-Pot Synthesis of Imidazo[1,2-a]pyridines from Reactions of 2-Aminopyridines, Aldehydes, and Terminal Alkynes
作者:Rina Ghosh、Sarita Mishra
DOI:10.1055/s-0030-1260255
日期:2011.11
One-pot reactions of aldehydes, 2-aminopyridines, and terminal alkynes, in the presence of the copper(I) iodide-NaHSO4˙SiO2 combination catalyst in refluxing toluene, generate the corresponding imidazo[1,2-a]pyridines in high to excellent yields; the mechanism has been studied. CuI-NaHSO4˙SiO2 - one-pot synthesis - imidazo[1,2-a]pyridine - 2-aminopyridine - cascade reaction
next step, the catalytic activity of this nanocomposite [Fe3O4@Dop/Amide-BenzImid-CuBr2] was evaluated the nanocomposite in the multicomponent synthesis of imidazo[1,2-a]pyridine and pyranopyrazole derivatives. The results clearly showed that this magnetic nanocatalyst in water solvent under reflux conditions is a very efficient catalytic system for the synthesis of imidazo[1,2-a]pyridines and pyranopyrazoles
咪唑并吡啶和吡喃吡唑衍生物包括一类非常重要的杂环化合物,它们具有许多生物学特性,并已在许多药物和生物活性分子的结构中观察到。在本研究项目中,我们首先成功地将铜催化剂固定在多巴胺和1 H-苯并[d]咪唑-2-甲酸(作为磁性配体)修饰的磁性铁纳米粒子上,并通过一系列光谱技术证实了其结构;然后在下一步中,评估了该纳米复合材料[Fe 3 O 4 @Dop/Amide-BenzImid-CuBr 2 ]在咪唑并[1,2-a]吡啶和吡喃吡唑衍生物多组分合成中的催化活性。结果清楚地表明,这种磁性纳米催化剂在水溶剂中在回流条件下是合成咪唑并[1,2-a]吡啶和吡喃吡唑的非常有效的催化体系,因为所有产物都在合适的时间内以高至优异的产率合成。的时间。此外,回收测试证实Fe 3 O 4 @Dop/Amide-BenzImid-CuBr 2催化剂可以重复使用多达8次,而不会显着降低其催化效率。 VSM和ICP-O