Iron-Catalyzed Alkyl–Alkyl Suzuki–Miyaura Coupling

Authors

  • Dr. Takuji Hatakeyama,

    1. International Research Center for Elements Science, Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011 (Japan)
    2. PRESTO (Japan) Science and Technology Agency (Japan)
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  • Toru Hashimoto,

    1. International Research Center for Elements Science, Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011 (Japan)
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  • Dr. Kalum K. A. D. S. Kathriarachchi,

    1. International Research Center for Elements Science, Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011 (Japan)
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  • Takeshi Zenmyo,

    1. International Research Center for Elements Science, Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011 (Japan)
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  • Dr. Hirofumi Seike,

    1. International Research Center for Elements Science, Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011 (Japan)
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  • Prof. Masaharu Nakamura

    Corresponding author
    1. International Research Center for Elements Science, Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011 (Japan)
    • International Research Center for Elements Science, Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011 (Japan)
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  • This work was funded by the Japan Society for the Promotion of Science (JSPS) through the “Funding Program for Next Generation World-Leading Researchers (NEXT Program),” initiated by the Council for Science and Technology Policy (CSTP). Financial support from Tosoh Finechem Corporation is also acknowledged. The synchrotron X-ray absorption measurement was performed at the BL14B2 in the SPring-8 with the approval of JASRI (2009A1848, 2009B1783, 2011B1945, 2012A1595). M.N. thanks Prof. K. Fukase and Dr. Y. Fujimoto for valuable discussion on the coupling reaction with long-chain alkyl substrates.

Abstract

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Eine chemoselektive Suzuki-Miyaura-Kupplung von primären und sekundären Alkylhalogeniden wurde unter Verwendung eines Eisen/Xantphos-Katalysators realisiert. Die primären und sekundären Alkylbromide reagieren in guten Ausbeuten zu den Kupplungsprodukten. Auch langkettige Fettsäurederivate können synthetisiert werden (siehe Schema; acac=Acetylacetonato).

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