Halogenation of N-substituted p-quinone imines and p-quinone oxime esters: IV. Chlorination and bromination of N-arylsulfonyl-2(3)-methyl(2-chloro)-1,4-benzoquinone monoimines

被引：0
|
作者：
A. P. Avdeenko
S. A. Konovalova
机构：
[1] Donbass State Machine-Building Academy,
来源：
Russian Journal of Organic Chemistry | 2006年 / 42卷
关键词：
Methyl; Ester; Organic Chemistry; Benzoquinone; Cyclohexene;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
The addition of halogens to N-arylsulfonyl-1,4-benzoquinone imines, which exist in a solution as Z and E isomers, is controlled by the steric factor. Z-E Isomerization strongly affects the stability of cyclohexene structures formed by halogenation of 1,4-benzoquinone imines. The halogenation of N-arylsulfonyl-1,4-benzoquinone imines was found to be accompanied by prototropic rearrangement.
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页码：349 / 364
页数：15
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  • [1] Halogenation of N-substituted p-quinone imines and p-quinone oxime esters:: IV.: Chlorination and bromination of N-arylsulfonyl-2(3)-methyl(2-chloro)-1,4-benzoquinone monoimines
    Avdeenko, AP
    Konovalova, SA
    [J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 42 (03) : 349 - 364
  • [2] Halogenation of N-substituted p-quinone monoimines and p-quinone monooxime ethers: XIII. Specificity of bromination of N-Acetyl(aroyl)-1,4-benzoquinone monoimines
    A. P. Avdeenko
    S. A. Konovalova
    O. P. Ledeneva
    O. N. Ludchenko
    G. V. Palamarchuk
    R. I. Zubatyuk
    O. V. Shishkin
    [J]. Russian Journal of Organic Chemistry, 2011, 47 : 1508 - 1514
  • [3] Halogenation of N-substituted p-quinone monoimines and p-quinone monooxime ethers: XIII. Specificity of bromination of N-Acetyl(aroyl)-1,4-benzoquinone monoimines
    Avdeenko, A. P.
    Konovalova, S. A.
    Ledeneva, O. P.
    Ludchenko, O. N.
    Palamarchuk, G. V.
    Zubatyuk, R. I.
    Shishkin, O. V.
    [J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 47 (10) : 1508 - 1514
  • [4] Halogenation of N-substituted p-quinone monoimines and p-quinone monooxime esters:: VIII.: Halogenation of N-aroyl(arylsulfonyl)-2,6-di-tert-butyl-1,4-benzoquinone monoimines and their reduced forms
    Avdeenko, A. P.
    Pirozhenko, V. V.
    Shishkin, O. V.
    Palamarchuk, G. V.
    Zubatyuk, R. I.
    Konovalova, S. A.
    Ludchenko, O. N.
    [J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 44 (06) : 807 - 813
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    A. P. Avdeenko
    V. V. Pirozhenko
    O. V. Shishkin
    G. V. Palamarchuk
    R. I. Zubatyuk
    S. A. Konovalova
    O. N. Ludchenko
    [J]. Russian Journal of Organic Chemistry, 2008, 44 : 807 - 813
  • [6] Halogenation of N-substituted p-quinone monoimines and p-quinone monooxime esters: X. Halogenation of N-aroyl-2,5(2,3)-dialkyl-1,4-benzoquinone monoimines and their reduction products
    Avdeenko, A. P.
    Konovalova, S. A.
    Ludchenko, O. N.
    [J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 45 (12) : 1799 - 1813
  • [7] Halogenation of N-substituted p-quinone monoimines and p-quinone monooxime esters: X. Halogenation of N-aroyl-2,5(2,3)-dialkyl-1,4-benzoquinone monoimines and their reduction products
    A. P. Avdeenko
    S. A. Konovalova
    O. N. Ludchenko
    [J]. Russian Journal of Organic Chemistry, 2009, 45 : 1799 - 1813
  • [8] Halogenation of N-substituted p-quinone monoimines and p-quinone monooxime ethers: XIV. Halogenation of N-[arylsulfonylimino(phenyl)methyl]-2,5-dialkyl-1,4-benzoquinone monoimines and their reduction products
    Avdeenko, A. P.
    Konovalova, S. A.
    Ledeneva, O. P.
    Santalova, A. A.
    Pirozhenko, V. V.
    Palamarchuk, G. V.
    Shishkin, O. V.
    [J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 48 (07) : 928 - 937
  • [9] Halogenation of N-substituted p-quinone monoimines and p-quinone monooxime ethers: XIV. Halogenation of N-[arylsulfonylimino(phenyl)methyl]-2,5-dialkyl-1,4-benzoquinone monoimines and their reduction products
    A. P. Avdeenko
    S. A. Konovalova
    O. P. Ledeneva
    A. A. Santalova
    V. V. Pirozhenko
    G. V. Palamarchuk
    O. V. Shishkin
    [J]. Russian Journal of Organic Chemistry, 2012, 48 : 928 - 937
  • [10] Halogenation of N-substituted p-quinone imines and p-quinone oxime esters:: III.: Regioselectivity in the halogenation of N-aroyl(arylsulfonyl)oxyimino-2,5-cyclohexadienones
    Avdeenko, AP
    Konovalova, SA
    Il'chenko, AY
    Glinyanaya, NM
    [J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 42 (01) : 56 - 65
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