Simple One-Pot Conversion of Alcohols into Nitriles

Hiroyuki Shimojo; Katsuhiko Moriyama; Hideo Togo

doi:10.1055/s-0033-1338489

Synthesis, Inhaltsverzeichnis

Synthesis 2013; 45(15): 2155-2164
DOI: 10.1055/s-0033-1338489

paper

Simple One-Pot Conversion of Alcohols into Nitriles

Hiroyuki Shimojo

Graduate School of Science, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan Fax: +81(43)2902792 eMail: togo@faculty.chiba-u.jp

,

Katsuhiko Moriyama

Graduate School of Science, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan Fax: +81(43)2902792 eMail: togo@faculty.chiba-u.jp

,

Hideo Togo*

Graduate School of Science, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan Fax: +81(43)2902792 eMail: togo@faculty.chiba-u.jp

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Abstract

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Abstract

Various benzylic and primary alcohols were efficiently converted into the corresponding nitriles in good yields at room temperature by treatment with tert-butyl hypochlorite, diiodine, or 1,3-diiodo-5,5-dimethylhydantoin in the presence of (2,2,6,6-tetramethylpiperidin-1-yl)oxidanyl (TEMPO), followed by treatment with diiodine and aqueous ammonia. The nitriles were obtained in good yields and high purities simply by extraction of the reaction mixture with chloroform and subsequent removal of the solvent.

Key words

nitriles - alcohols

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Referenzen

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