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http://dx.doi.org/10.5012/bkcs.2012.33.4.1209

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

Aghapour, Ghasem (School of Chemistry, Damghan University)
Mohamadian, Samaneh (School of Chemistry, Damghan University)
Publication Information
Bulletin of the Korean Chemical Society / v.33, no.4, 2012 , pp. 1209-1212 More about this Journal
Abstract
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.
Keywords
Alcohol; Oxime; 2,3-Dichloro-5,6-dicyanobenzoquinone; Tandem synthesis;
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