A palladium-catalyzed synthesis of (hetero)aryl-substituted imidazoles from aryl halides, imines and carbon monoxide

被引:34
作者
Tjutrins, Jevgenijs [1 ]
Arndtsen, Bruce A. [1 ]
机构
[1] McGill Univ, Dept Chem, 801 Sherbrooke St W, Montreal, PQ H3A 0B8, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
CROSS-COUPLING REACTIONS; H BOND ACTIVATION; ONE-POT SYNTHESIS; ANTITUMOR-ACTIVITY; TANDEM CATALYSIS; DIRECT ARYLATION; C-N; HETEROCYCLES; ACID; FUNCTIONALIZATION;
D O I
10.1039/c6sc04371b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:1002 / 1007
页数:6
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