Catalytic C−H/C−F Coupling of Azoles and Acyl Fluorides

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  • Yohei Ogiwara
    Department of Pure and Applied Chemistry Faculty of Science and Technology Tokyo University of Science Noda Chiba 2 78-8510 Japan
  • Yurika Iino
    Department of Pure and Applied Chemistry Faculty of Science and Technology Tokyo University of Science Noda Chiba 2 78-8510 Japan
  • Norio Sakai
    Department of Pure and Applied Chemistry Faculty of Science and Technology Tokyo University of Science Noda Chiba 2 78-8510 Japan

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<jats:title>Abstract</jats:title><jats:p>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.</jats:p>

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