• Title/Summary/Keyword: Benzylic oxidation

Search Result 23, Processing Time 0.025 seconds

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
    • /
    • v.33 no.4
    • /
    • pp.1209-1212
    • /
    • 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.

  • https://doi.org/10.5012/bkcs.2012.33.4.1209 인용 PDF KSCI

N3S-ligated Copper(II) Complex Catalyzed Selective Oxidation of Benzylic Alcohols to Aldehydes under Mild Reaction Conditions

  • Dharmalingam, Sivanesan;Koo, Eunhae;Yoon, Sungho;Park, Gyoosoon
    • Bulletin of the Korean Chemical Society
    • /
    • v.35 no.3
    • /
    • pp.715-720
    • /
    • 2014

  • A Cu(II) complex with an three nitrogens and one sulfur coordination environment was synthesized and characterized. Its redox potential was observed at 0.483 V vs. NHE, very similar to that of a Cu-containing fungal enzyme, galactose oxidase, which catalyzes the oxidation of alcohols to corresponding aldehydes with the concomitant reduction of molecular oxygen to water. The Cu(II) complex selectively oxidizes the benzylic alcohols using TEMPO/$O_2$ under mild reaction conditions to corresponding aldehydes without forming any over-oxidation product. Moreover, the catalyst can be recovered and reused multiple times for further oxidation reactions, thus minimizing the waste generation.

  • https://doi.org/10.5012/bkcs.2014.35.3.715 인용 PDF KSCI KPUBS HTML

Chromic Anhydride-Chlorosilanes. An Application to Benzylic Oxidation

  • Jong Gun Lee;Dong Soo Ha
    • Bulletin of the Korean Chemical Society
    • /
    • v.12 no.2
    • /
    • pp.149-153
    • /
    • 1991

  • Chlorotrimethylsilane reacts with chromic anhydride to form a very reactive neutral chromium (Ⅵ) oxidizing agent. The active oxidizing species is not trimethylsilyl chlorochromate as was previously reported but chromyl chloride generated in equilibrium concentration. This oxidizing agent was proved very suitable for benzylic oxidations of toluenes and alkylbenzenes to benzaldehydes and aralkyl ketones. Dichlorodimethylsilane and trichlormethylsilane also react with chromic anhydride to form chromyl chloride in an equilibrium concentration.

  • https://doi.org/10.5012/bkcs.1991.12.2.149 인용 PDF