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

被引：6

作者：

Avdeenko, A. P. ^{[1
]}

Pirozhenko, V. V. ^{[2
]}

Shishkin, O. V. ^{[3
]}

Shishkina, S. V. ^{[3
]}

Konovalova, S. A. ^{[1
]}

Ludchenko, O. N. ^{[1
]}

机构：

[1] Donbass State Machine Bldg Acad, UA-84313 Kramatorsk, Ukraine

[2] Natl Acad Sci Ukraine, Inst Organ Chem, Kiev, Ukraine

[3] Natl Acad Sci Ukraine, Inst Single Crystals, Kharkov, Ukraine

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 44卷 / 04期

关键词：

D O I：

10.1134/S1070428008040131

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Halogenation of 4-aroyl(arylsulfonyl)imino-2,6-diisopropylcyclohexa-2,5-dien-1-ones gave 4-aroyl(arylsulfonyl)imino-3-halo-2,6-diisopropylcyclohexa-2,5-dien- -1-ones and 4-aroyl(arylsulfonyl)imino-3,5,6-trihalo-2,6-diisopropylcyclobex-2-en-1-ones. The latter were formed as mixtures of two stereoisomers, and the isopropyl group on the sp(3)-hybridized carbon atom in one stereoisomer occupies axial position, which is untypical of such compounds. Halogenation of 4-aroyl(arylsulfonyl)oxyimino-2,6-diisopropylcyclohexa-2,5-dien-1-ones leads to the formation of the corresponding addition products with traditional trans-diaxial arrangement of the halogen atoms.

引用

页码：542 / 552

页数：11

共 24 条

[1] 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
[2] 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
[3] 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
A. P. Avdeenko
S. A. Konovalova
A. Ya. Il’chenko
N. M. Glinyanaya
[J]. Russian Journal of Organic Chemistry, 2006, 42 : 56 - 65
[4] Halogenation of N-substituted p-quinone monoimines and p-quinone monooxime esters: XI. Synthesis and halogenation of 4-[aryl(alkyl)aminocarbonyl-oxyimino]cyclohexa-2,5-dien-1-ones
Avdeenko, A. P.
Konovalova, S. A.
Sergeeva, A. G.
[J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 46 (06) : 830 - 843
[5] 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
[J]. Russian Journal of Organic Chemistry, 2010, 46 : 830 - 843
[6] 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
[J]. Russian Journal of Organic Chemistry, 2002, 38 : 692 - 698
[7] 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
[J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2002, 38 (05) : 692 - 698
[8] 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
[9] 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
[J]. Russian Journal of Organic Chemistry, 2008, 44 : 807 - 813
[10] 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

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