Direct reductive amination using triethylsilane and catalytic bismuth(III) chloride

Takehiko Matsumura, Masahisa Nakada

    研究成果: Article

    13 引用 (Scopus)

    抄録

    Direct reductive amination (DRA) using triethylsilane (TESH) and catalytic bismuth(III) chloride (BiCl3) is described for the first time. The use of TESH and BiCl3 provides easy handling, low cost, non-toxicity, and a mild Lewis acid activity, thereby meeting the demand for green and sustainable chemistry. The developed DRA is highly chemoselective and applicable to less-basic amines. The experimental results of this study revealed that the developed DRA could be catalyzed by BiCl3, which was gradually reduced to Bi(0) or bismuth with a low valency by TESH, but TESCl, Bi(0), and Bi(0) with TESCl catalyzed the DRA to some extent.

    元の言語English
    ページ(範囲)1829-1834
    ページ数6
    ジャーナルTetrahedron Letters
    55
    発行部数10
    DOI
    出版物ステータスPublished - 2014 3 5

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    Amination
    Bismuth
    Chlorides
    Lewis Acids
    Amines
    Costs and Cost Analysis
    triethylsilane
    Costs

    ASJC Scopus subject areas

    • Biochemistry
    • Organic Chemistry
    • Drug Discovery

    これを引用

    Direct reductive amination using triethylsilane and catalytic bismuth(III) chloride. / Matsumura, Takehiko; Nakada, Masahisa.

    :: Tetrahedron Letters, 巻 55, 番号 10, 05.03.2014, p. 1829-1834.

    研究成果: Article

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    abstract = "Direct reductive amination (DRA) using triethylsilane (TESH) and catalytic bismuth(III) chloride (BiCl3) is described for the first time. The use of TESH and BiCl3 provides easy handling, low cost, non-toxicity, and a mild Lewis acid activity, thereby meeting the demand for green and sustainable chemistry. The developed DRA is highly chemoselective and applicable to less-basic amines. The experimental results of this study revealed that the developed DRA could be catalyzed by BiCl3, which was gradually reduced to Bi(0) or bismuth with a low valency by TESH, but TESCl, Bi(0), and Bi(0) with TESCl catalyzed the DRA to some extent.",
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