Reaction of Polyhalo Semiquinoid Structures Originating from 4-Aroyl(arylsulfonyl)oximino-2,5-cyclohexadiene-1-ones with Arylsulfinic Acids

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作者
A.P. Avdeenko
S.A. Zhukova
机构
[1] Donbass State Machinebuilding Academy,
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Alcohol; Organic Chemistry; Chlorine; Phosphite; Nucleophilic Substitution;
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摘要
Stable semiquinoid structures, 4-aroyl(arylsulfonyl)oximino-2,6-dimethyl-5,6-dichloro-2-cyclohexen-1-ones, do not react with dialkyl phosphites, alcohols, tosylhydrazine, p-toluidine, and hydrazoic acid. In reactions with arylsulfinic acids occurs a nucleophilic substitution of chlorine at the sp3-hybridized C5 carbon in the minor Z-isomer yielding 4-aroyl(arylsulfonyl)oximino-5-arylsulfonyl-2,6-dimethyl-6-chloro-2-cyclohexen-1-ones.
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页码:281 / 283
页数:2
相关论文
共 4 条
  • [1] Reaction of polyhalo semiquinoid structures originating from 4-aroyl(arylsulfonyl)oximino-2,5-cyclohexadiene-1-ones with arylsulfinic acids
    Avdeenko, AP
    Zhukova, SA
    [J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2001, 37 (02) : 281 - 283
  • [2] Halogenation of 4-aroyl(arylsulfonyl)oximino-2,6(3,5)-dimethyl-2,5-cyclohexadien-1-ones
    Avdeenko, AP
    Zhukova, SA
    Glinyanaya, NM
    Konovalova, SA
    [J]. ZHURNAL ORGANICHESKOI KHIMII, 1999, 35 (04): : 586 - 596
  • [3] Halogenation of N-substituted p-quinone monoimines and p-quinone monooxime esters: VII. Halogenation of 4-aroyl(arylsulfonyl)imino- and 4-aroyl(arylsulfonyl)-oxyimino-2,6-diisopropylcyclohexa-2,5-dien-1-ones
    A. P. Avdeenko
    V. V. Pirozhenko
    O. V. Shishkin
    S. V. Shishkina
    S. A. Konovalova
    O. N. Ludchenko
    [J]. Russian Journal of Organic Chemistry, 2008, 44 : 542 - 552
  • [4] Halogenation of N-substituted p-quinone monoimines and p-quinone monooxime esters:: VII.: Halogenation of 4-aroyl(arylsulfonyl)imino- and 4-aroyl(arylsulfonyl)oxyimino-2,6-diisopropylcyclohexa-2,5-dien-1-ones
    Avdeenko, A. P.
    Pirozhenko, V. V.
    Shishkin, O. V.
    Shishkina, S. V.
    Konovalova, S. A.
    Ludchenko, O. N.
    [J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 44 (04) : 542 - 552