Synlett 2013; 24(10): 1283-1285
DOI: 10.1055/s-0033-1338937
letter
© Georg Thieme Verlag Stuttgart · New York

Cobalt–Catalyzed Oxidative α-Cyanation of Tertiary Aromatic Amines with Trimethylsilyl Cyanide and tert-Butyl Hydroperoxide

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
,
Akihiro Mutsuro
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
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Publikationsverlauf

Received: 06. März 2013

Accepted after revision: 16. April 2013

Publikationsdatum:
08. Mai 2013 (online)


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Abstract

In this Letter is described that a cobalt(II)–tert-butyl hydroperoxide oxidizing system was used to catalyze the α-cyanation of aromatic tertiary amines in the presence of trimethylsilyl cyanide to produce the corresponding α-aminonitriles in good yields.