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

页码：1799 / 1813

页数：14

共 40 条

[21] Halogenation of N-substituted p-quinone monoimines and p-quinone monooxime esrers: XI. Synthesis and halogenation of 4-[aryl(alkyl)aminocarbonyl-oxyimino]cyclohexa-2,5-dien-1-ones
A. P. Avdeenko
S. A. Konovalova
A. G. Sergeeva
Russian Journal of Organic Chemistry, 2010, 46 : 830 - 843
[22] Halogenation of N-substituted para-quinone monoimine and para-quinone monooxime esters: V. Chlorination and bromination of N-arylsulfonyl-1,4-benzoquinone monoimines dialkyl-substituted in the quinoid ring
A. P. Avdeenko
S. A. Konovalova
Russian Journal of Organic Chemistry, 2006, 42 : 669 - 682
[23] Halogenation of N-substituted para-quinone monoimine and para-quinone monooxime esters:: V.: Chlorination and bromination of N-arylsulfonyl-1,4-benzoquinone monoimines dialkyl-substituted in the quinoid ring
Avdeenko, A. P.
Konovalova, S. A.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 42 (05) : 669 - 682
[24] Halogenation of N-substituted para-quinone monoimine and para-quinone monooxime esters: VI. Regular trends in chlorination and bromination of N-arylsulfonyl-1,4-benzoquinone monoimines alkyl-substituted in the quinoid ring
A. P. Avdeenko
S. A. Konovalova
O. N. Ludchenko
Russian Journal of Organic Chemistry, 2006, 42 : 683 - 688
[25] Halogenation of N-substituted para-quinone monoimine and para-quinone monooxime esters:: VI.: Regular trends in chlorination and bromination of N-arylsulfonyl-1,4-benzoquinone monoimines alkyl-substituted in the quinoid ring
Avdeenko, A. P.
Konovalova, S. A.
Ludchenko, O. N.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 42 (05) : 683 - 688
[26] Activated sterically strained C=N bond in N-substituted p-quinone mono- and diimines: XIV. Reaction of some 3,5-dimethyl-1,4-benzoquinone monoimines with alcohols
A. P. Avdeenko
S. A. Konovalova
V. M. Vasil’eva
G. V. Palamarchuk
V. N. Baumer
O. V. Shishkin
Russian Journal of Organic Chemistry, 2013, 49 : 49 - 59
[27] Activated sterically strained C=N bond in N-substituted p-quinone mono- and diimines: XIV. Reaction of some 3,5-dimethyl-1,4-benzoquinone monoimines with alcohols
Avdeenko, A. P.
Konovalova, S. A.
Vasil'eva, V. M.
Palamarchuk, G. V.
Baumer, V. N.
Shishkin, O. V.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 49 (01) : 49 - 59
[28] Halogenation of N-substituted p-quinonimines and p-quinone oxime esters:: II.: Chlorination and bromination of 4-aroyl(arylsulfonyl)oxyimino-2-methyl-2,5-cyclohexadienones
Avdeenko, AP
Glinyanaya, NM
Konovalova, SA
Goncharova, SA
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2002, 38 (05) : 692 - 698
[29] Halogenation of N-Substituted p-Quinonimines and p-Quinone Oxime Esters: II. Chlorination and Bromination of 4-Aroyl(arylsulfonyl)oxyimino-2-methyl-2,5-cyclohexadienones
A. P. Avdeenko
N. M. Glinyanaya
S. A. Konovalova
S. A. Goncharova
Russian Journal of Organic Chemistry, 2002, 38 : 692 - 698
[30] Halogenation of N-substituted p-quinonimines and p-quinone oxime esters: I. Chlorination and bromination of 4-aroyloxyimino- and arylsulfonyloxyimino-2,5-cyclohexadienones
Avdeenko A.P.
Shishkina S.V.
Shishkin O.V.
Glinyanaya N.M.
Konovalova S.A.
Goncharova S.A.
Russian Journal of Organic Chemistry, 2002, 38 (5) : 683 - 691

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