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Easily-Controlled Chemoselective Hydrogenation by using Palladium on Boron Nitride

Authors

  • Dr. Yuki Yabe,

    1. Laboratory of Organic Chemistry, Gifu Pharmaceutical University, 1-25- Daigaku-nishi, Gifu 501-1196 (Japan), Fax: (+81) 58-230-8109
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  • Dr. Yoshinari Sawama,

    1. Laboratory of Organic Chemistry, Gifu Pharmaceutical University, 1-25- Daigaku-nishi, Gifu 501-1196 (Japan), Fax: (+81) 58-230-8109
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  • Tsuyoshi Yamada,

    1. Laboratory of Organic Chemistry, Gifu Pharmaceutical University, 1-25- Daigaku-nishi, Gifu 501-1196 (Japan), Fax: (+81) 58-230-8109
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  • Saori Nagata,

    1. Laboratory of Organic Chemistry, Gifu Pharmaceutical University, 1-25- Daigaku-nishi, Gifu 501-1196 (Japan), Fax: (+81) 58-230-8109
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  • Dr. Yasunari Monguchi,

    1. Laboratory of Organic Chemistry, Gifu Pharmaceutical University, 1-25- Daigaku-nishi, Gifu 501-1196 (Japan), Fax: (+81) 58-230-8109
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  • Prof. Dr. Hironao Sajiki

    Corresponding author
    1. Laboratory of Organic Chemistry, Gifu Pharmaceutical University, 1-25- Daigaku-nishi, Gifu 501-1196 (Japan), Fax: (+81) 58-230-8109
    • Laboratory of Organic Chemistry, Gifu Pharmaceutical University, 1-25- Daigaku-nishi, Gifu 501-1196 (Japan), Fax: (+81) 58-230-8109
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Abstract

The hydrogenation catalyzed heterogeneously by palladium on boron nitride (Pd/BN) in methanol realized the chemoselective hydrogenation of only azides, alkenes, and alkynes in the presence of other reducible functionalities such as benzyl ethers, aryl halides, aryl ketones, and nitro groups. Furthermore, the totally chemoselective semihydrogenation of alkynes could also be achieved without the reduction of other coexisting reducible functionalities, which include azides and alkenes, by using Pd/BN in pyridine as a solvent.

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