Tjutrins Jevgenijs, Arndtsen Bruce A
Department of Chemistry , McGill University , 801 Sherbrooke St. W. , Montreal , QC , Canada H3A 0B8 . Email:
Chem Sci. 2017 Feb 1;8(2):1002-1007. doi: 10.1039/c6sc04371b. Epub 2016 Nov 3.
We describe here a tandem catalytic route to prepare imidazoles in a single operation from aryl iodides, imines and CO. The reaction involves a catalytic carbonylation of aryl halides with imines to form 1,3-dipoles, which undergo spontaneous 1,3-dipolar cycloaddition. Overall, this offers an alternative to coupling reactions to construct the (hetero)aryl-imidazole motif, where variation of the building blocks can allow the synthesis of broad families of imidazoles with independent control of all substituents.
我们在此描述了一种串联催化路线，可通过一次操作从芳基碘化物、亚胺和一氧化碳制备咪唑。该反应涉及芳基卤化物与亚胺的催化羰基化反应以形成1,3 -偶极子，这些偶极子会发生自发的1,3 -偶极环加成反应。总体而言，这为构建（杂）芳基 - 咪唑基序的偶联反应提供了一种替代方法，其中构建模块的变化可以实现对所有取代基的独立控制，从而合成广泛的咪唑家族。
