• Title/Summary/Keyword: 2,3-Dichloro-5,6-dicyanobenzoquinone

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Selective Tandem Synthesis of Oximes from Benzylic Alcohols Catalyzed with 2, 3-Dichloro-5, 6-dicyanobenzoquinone

  • Aghapour, Ghasem;Mohamadian, Samaneh
    • Bulletin of the Korean Chemical Society
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    • v.33 no.4
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    • pp.1209-1212
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    • 2012
  • In spite of many reports in the literature concerning with oxidation of benzylic alcohols to carbonyl compounds with 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) in stoichiometric amounts or even more, we surprisingly found that benzylic alcohols are directly oxidized to oximes using a catalytic amount of DDQ in the presence of hydroxylamine hydrochloride under solvent-free conditions. The present tandem catalytic method can be efficiently used for preparation of oximes in the presence of some other functional groups with excellent chemoselectivity.