Reaction of polyhalo semiquinoid structures originating from 4-aroyl(arylsulfonyl)oximino-2,5-cyclohexadiene-1-ones with arylsulfinic acids

Authors
Avdeenko, AP Zhukova, SA
Citation
Ap. Avdeenko et Sa. Zhukova, Reaction of polyhalo semiquinoid structures originating from 4-aroyl(arylsulfonyl)oximino-2,5-cyclohexadiene-1-ones with arylsulfinic acids, RUSS J ORG, 37(2), 2001, pp. 281-283
Citations number
8
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
10704280 → ACNP
Volume
37
Issue
2
Year of publication
2001
Pages
281 - 283
Database
ISI
SICI code
1070-4280(200102)37:2<281:ROPSSO>2.0.ZU;2-P
Abstract
Stable semiquinoid structures, 4-aroyl(arylsulfonyl)oximino-2,6-dimethyl-5, 6-dichloro-2-cyclohexen-1-ones, do not react with dialkyl phosphites, alcoh ols, tosylhydrazine, p-toluidine, and hydrazoic acid. In reactions with ary lsulfinic acids occurs a nucleophilic substitution of chlorine at the sp(3) -hybridized C-5 carbon in the minor Z-isomer yielding 4-aroyl(arylsulfonyl) oximino-5-arylsulfonyl-2,6-dimethyl-6-chloro-2-cyclohexen-1-ones.