Tert-Butylnitrite as a convenient and easy-removable oxidant for the conversion of benzylic alcohols to ketones and aldehydes

Akiyuki Hamasaki, Hideyuki Kuwada, Makoto Tokunaga

研究成果: ジャーナルへの寄稿学術誌査読

18 被引用数 (Scopus)

抄録

The oxidation of primary and secondary benzylic alcohols was achieved by using tert-butyl nitrite (t-BuONO) as a stoichiometric oxidant. Various substrates were effectively converted into the corresponding ketones or aldehydes in good to excellent yields. The reaction presumably proceeded by a nitrosyl exchange and a subsequent thermal decomposition of benzylic nitrites. This process would realize an oxidation of alcohols with oxygen in theory by combining with a reproduction of alkyl nitrites from NO and alcohols under an O 2 atmosphere. In addition, almost pure oxidized products were readily obtained by simple evaporation of the reaction mixtures since t-BuONO produced only volatile side products.

本文言語英語
ページ(範囲)811-814
ページ数4
ジャーナルTetrahedron Letters
53
7
DOI
出版ステータス出版済み - 2月 15 2012

!!!All Science Journal Classification (ASJC) codes

  • 生化学
  • 創薬
  • 有機化学

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