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

被引：0
|
作者：
A. P. Avdeenko
S. A. Konovalova
O. N. Ludchenko
机构：
[1] Donbass State Machine-Building Academy,
来源：
Russian Journal of Organic Chemistry | 2009年 / 45卷
关键词：
AcOH; Benzamide; Aminophenol; Quinoid Ring; Quinone Imine;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
Introduction of a strong electron-withdrawing substituent to the nitrogen atom of 2,5(2,3)-dialkyl-1,4-benzoquinone imines makes their halogenation products, the corresponding cyclohexene derivatives, very unstable and favors halogenation of methyl groups in the quinoid ring. Bromination of 4-amino-N-aroyl-2,5-dialkyl-6-bromophenols gave 2,5-dialkyl-6-benzoyloxy-3,5-dibromocyclohex-2-ene-1,4-diones.
引用
收藏
页码：1799 / 1813
页数：14
相关论文
共 40 条
  • [1] 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.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 45 (12) : 1799 - 1813
  • [2] 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
    Russian Journal of Organic Chemistry, 2012, 48 : 928 - 937
  • [3] 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.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 48 (07) : 928 - 937
  • [4] 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
    Russian Journal of Organic Chemistry, 2011, 47 : 1508 - 1514
  • [5] 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.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 47 (10) : 1508 - 1514
  • [6] 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.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 44 (06) : 807 - 813
  • [7] 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
    A. P. Avdeenko
    V. V. Pirozhenko
    O. V. Shishkin
    G. V. Palamarchuk
    R. I. Zubatyuk
    S. A. Konovalova
    O. N. Ludchenko
    Russian Journal of Organic Chemistry, 2008, 44 : 807 - 813
  • [8] Halogenation of N-substituted p-quinone monoimines and p-quinonemonooxime ethers: XII. Halogenation of N-aroyl-2(3)-methyl-1,4-benzoquinone monoimines and their reduced forms
    A. P. Avdeenko
    S. A. Konovalova
    O. N. Ludchenko
    Russian Journal of Organic Chemistry, 2010, 46 : 1629 - 1638
  • [9] Halogenation of N-substituted p-Quinone Monoimines and p-Quinonemonooxime Ethers: XII. Halogenation of N-Aroyl-2(3)-methyl-1,4-benzoquinone Monoimines and Their Reduced Forms
    Avdeenko, A. P.
    Konovalova, S. A.
    Ludchenko, O. N.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 46 (11) : 1629 - 1638
  • [10] 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
    A. P. Avdeenko
    S. A. Konovalova
    Russian Journal of Organic Chemistry, 2006, 42 : 349 - 364
1234