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Palladium Catalyzed Direct 3-Arylation of Benzofurans using Low Catalyst Loadings

Authors

  • Marina Ionita Dr.,

    1. Institut Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes 1, “Catalyse et Organometalliques”, Campus de Beaulieu, 35042 Rennes (France), Fax: (+33) 0223236939
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  • Julien Roger,

    1. Institut Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes 1, “Catalyse et Organometalliques”, Campus de Beaulieu, 35042 Rennes (France), Fax: (+33) 0223236939
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  • Henri Doucet Dr.

    1. Institut Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes 1, “Catalyse et Organometalliques”, Campus de Beaulieu, 35042 Rennes (France), Fax: (+33) 0223236939
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Abstract

The palladium-catalyzed direct 3-arylation of benzofurans provides a cost-effective and environmentally attractive route for the preparation of 3-arylbenzofuran derivatives. The reactions were carried out using a wide variety of electronically and sterically diverse aryl or heteroaryl bromides with low catalyst loadings. In the presence of only 0.1–0.5 mol % catalyst, products in moderate to good yields were obtained. The aryl bromide reactants were able to tolerate a wide range of functionalities, such as acetyl, propionyl, formyl, ester, nitrile, trifluoromethyl, or fluoro groups. Higher yields were obtained using electron-deficient aryl bromides as reactants compared to using electron-rich aryl bromides. Functionalized benzofuran derivatives, bearing formyl or hydroxymethyl on C2, were also successfully employed.

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