Regiocontrolled palladium-catalyzed direct C2-arylation of a difluorobenzo[d]imidazole

TETRAHEDRON LETTERS

卷:73

Article

Li, Haoran¹  Huang, Hai-Yun¹  Roisnel, Thierry¹  Doucet, Henri¹ 

[1] Univ Rennes, CNRS, ISCR UMR 6226, F-35000 Rennes, France

关键词: Homogeneous catalysis;    Palladium;    C-H bond functionalization;    Direct arylation;    Benzimidazoles;   

DOI  :  10.1016/j.tetlet.2021.153112

来源: Elsevier

【 摘 要 】

Conditions for the regioselective palladium-catalyzed direct arylation of a 6,7-difluorobenzo[d]imidazole using aryl bromides as the coupling partners are described. The site selectivity of the arylation was found to be in favor of the C2-carbon of the difluorobenzo[d]imidazole; whereas the difluoro-substituted ring remained untouched, even in the presence of an excess of aryl bromide. This method tolerates a variety of substituents at para-, meta- and ortho-positions on the aryl bromide and also N-containing heteroaryl bromides. (C) 2021 Elsevier Ltd. All rights reserved.

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