Iridium‐Catalyzed Hydroarylation via C−H Bond Activation

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  • Takahiro Nishimura
    Department of Chemistry Graduate School of Science Osaka City University Sumiyoshi Osaka 558-8585 Japan

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<jats:title>Abstract</jats:title><jats:p>Hydroarylation reactions via C−H activation, which compensate for shortcomings of classical methods based on the Friedel‐Crafts reaction, is one of the most attractive methods to synthesize substituted arenes. This Personal Account reviews our recent studies on iridium‐catalyzed intermolecular hydroarylation of vinyl ethers, alkynes, bicycloalkenes, and 1,3‐dienes, and intramolecular hydroarylation of <jats:italic>m</jats:italic>‐allyloxyphenyl ketones, where asymmetric addition reactions are included. A cationic iridium catalyst, which is generated from chloroiridium [IrCl] and NaBAr<jats:sup>F</jats:sup><jats:sub>4</jats:sub> [Ar<jats:sup>F</jats:sup>=3,5‐(CF<jats:sub>3</jats:sub>)<jats:sub>2</jats:sub>C<jats:sub>6</jats:sub>H<jats:sub>3</jats:sub>], or a hydroxoiridium [Ir(OH)] complex is effective in catalyzing the hydroarylation depending on the substrates. 1,5‐Cyclooctadiene (cod), chiral dienes, and conventional bisphosphines function as ligands controlling the high reactivity and selectivity of the catalysts in the hydroarylation. H/D exchange reaction of alkenes by use of a key intermediate of the hydroarylation reaction is also described.</jats:p>

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