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Catalytic C-H/C-F Coupling of Azoles and Acyl Fluorides
Yohei Ogiwara1, Yurika Iino1, Norio Sakai1
1Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science, Noda, Chiba 2, 78-8510, Japan.
Abstract:
A method for the palladium/copper-catalyzed direct acylation of azoles with acyl fluorides is described. This study reports the first examples of acyl fluorides being used as acylation reagents in transition-metal-catalyzed aromatic C-H bond functionalization reactions. Depending on the reaction temperature, decarbonylative coupling may also occur. Mechanistic studies suggest that the cleavage of the aromatic C-H bond, promoted by a copper-phosphine species, is not the rate-limiting step of this acylation.
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