Acyl Fluorides in Late‐Transition‐Metal Catalysis

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  • Yohei Ogiwara
    Department of Pure and Applied Chemistry Faculty of Science and Technology Tokyo University of Science Noda Chiba 278-8510 Japan
  • Norio Sakai
    Department of Pure and Applied Chemistry Faculty of Science and Technology Tokyo University of Science Noda Chiba 278-8510 Japan

Abstract

<jats:title>Abstract</jats:title><jats:p>In this Review, we summarize the current state of the art in late‐transition‐metal‐catalyzed reactions of acyl fluorides, covering both their synthesis and further transformations. In organic reactions, the relationship between stability and reactivity of the starting substrates is usually characterized by a trade‐off. Yet, acyl fluorides display a very good balance between these properties, which is mostly due to their moderate electrophilicity. Thus, acyl fluorides (RCOF) can be used as versatile building blocks in transition‐metal‐catalyzed reactions, for example, as an “RCO” source in acyl coupling reactions, as an “R” source in decarbonylative coupling reactions, and as an “F” source in fluorination reactions. Starting from the cleavage of the acyl C−F bond in acyl fluorides, various transformations are accessible, including C−C, C−H, C−B, and C−F bond‐forming reactions that are catalyzed by transition‐metal catalysts that contain the Group 9–11 metals Co, Rh, Ir, Ni, Pd, or Cu.</jats:p>

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