Indium(III)-Catalyzed One-Pot Synthesis of Alkyl Cyanides from Carboxylic Acids

Toshimitsu Moriya; Kohei Shoji; Shinichiro Yoneda; Reiko Ikeda; Takeo Konakahara; Norio Sakai

doi:10.1055/s-0033-1339903

Synthesis, Table of Contents

Synthesis 2013; 45(23): 3233-3238
DOI: 10.1055/s-0033-1339903

paper

Indium(III)-Catalyzed One-Pot Synthesis of Alkyl Cyanides from Carboxylic Acids

Toshimitsu Moriya

Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science (RIKADAI), Noda, Chiba 278-8510, Japan Fax: +81(4)71239890 Email: sakachem@rs.noda.tus.ac.jp

,

Kohei Shoji

Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science (RIKADAI), Noda, Chiba 278-8510, Japan Fax: +81(4)71239890 Email: sakachem@rs.noda.tus.ac.jp

,

Shinichiro Yoneda

Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science (RIKADAI), Noda, Chiba 278-8510, Japan Fax: +81(4)71239890 Email: sakachem@rs.noda.tus.ac.jp

,

Reiko Ikeda

Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science (RIKADAI), Noda, Chiba 278-8510, Japan Fax: +81(4)71239890 Email: sakachem@rs.noda.tus.ac.jp

,

Takeo Konakahara

Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science (RIKADAI), Noda, Chiba 278-8510, Japan Fax: +81(4)71239890 Email: sakachem@rs.noda.tus.ac.jp

,

Norio Sakai*

Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science (RIKADAI), Noda, Chiba 278-8510, Japan Fax: +81(4)71239890 Email: sakachem@rs.noda.tus.ac.jp

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Abstract

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Abstract

The one-pot preparation of alkyl cyanides from carboxylic acids via alkyl iodides or alkyl bromides, which were in situ generated either by indium(III)-catalyzed reductive iodination or bromination of carboxylic acids, is described.

Key words

indium - deoxygenation - halogenation - carboxylic acids - nitriles

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References

References
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For some recent examples of functional transformations of cyanides, see:

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