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2-Pyridyl Sulfoxide: A Versatile and Removable Directing Group for the PdII-Catalyzed Direct C[BOND]H Olefination of Arenes

Authors

  • Alfonso García-Rubia,

    1. Departamento de Química Orgánica, Universidad Autónoma de Madrid (UAM), Facultad de Ciencias, Cantoblanco, Cantoblanco, 28049 Madrid (Spain), Fax: (+34) 91-497-3966
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  • Dr. M. Ángeles Fernández-Ibáñez,

    1. Departamento de Química Orgánica, Universidad Autónoma de Madrid (UAM), Facultad de Ciencias, Cantoblanco, Cantoblanco, 28049 Madrid (Spain), Fax: (+34) 91-497-3966
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  • Dr. Ramón Gómez Arrayás,

    Corresponding author
    1. Departamento de Química Orgánica, Universidad Autónoma de Madrid (UAM), Facultad de Ciencias, Cantoblanco, Cantoblanco, 28049 Madrid (Spain), Fax: (+34) 91-497-3966
    • Departamento de Química Orgánica, Universidad Autónoma de Madrid (UAM), Facultad de Ciencias, Cantoblanco, Cantoblanco, 28049 Madrid (Spain), Fax: (+34) 91-497-3966
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  • Prof. Dr. Juan Carlos Carretero

    Corresponding author
    1. Departamento de Química Orgánica, Universidad Autónoma de Madrid (UAM), Facultad de Ciencias, Cantoblanco, Cantoblanco, 28049 Madrid (Spain), Fax: (+34) 91-497-3966
    • Departamento de Química Orgánica, Universidad Autónoma de Madrid (UAM), Facultad de Ciencias, Cantoblanco, Cantoblanco, 28049 Madrid (Spain), Fax: (+34) 91-497-3966
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Abstract

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Removable and versatile: The 2-pyridylsulfinyl group has proved to be an efficient directing group in the PdII-catalyzed aryl ortho C[BOND]H olefination. This catalyst system enables the sequential double olefination to give asymmetrically di-ortho-functionalized arenes. The sulfinyl directing group can be easily cleaved, providing access to 1,3-disubstituted arenes, or transformed into a thiol group.

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