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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.
- Source :
- Russian Journal of Organic Chemistry; Jun2008, Vol. 44 Issue 6, p807-813, 7p, 3 Diagrams
- Publication Year :
- 2008
-
Abstract
- Chlorination of N-aroyl(arylsulfonyl)-2,6-di- tert-butyl-1,4-benzoquinone imines gave Z and E isomers of 4-arylsulfonylimino-2,6-di- tert-butyl-5,6-dichlorocyclohex-2-en-1-ones and Z isomers of 4-aroyl-(arylsulfonyl)imino-2,6-di- tert-butyl-5,5,6-trichlorocyclohex-2-en-1-ones, in which the tert-butyl group on the sp <superscript>3</superscript>-hybridized carbon atom occupies exclusively the axial position. The formation of Z/ E-isomeric structures is related to configurational stability of the chlorination products. The chlorination of 4-aroylamino-2,6-di- tertbutylphenols was found to be accompanied by replacement of one tert-butyl group by chlorine atom with formation of 4-aroylimino-6- tert-butyl-2,3,5,6-tetrachlorocyclohex-2-en-1-ones. [ABSTRACT FROM AUTHOR]
- Subjects :
- HALOGENATION
ESTERS
CHLORINATION
IMINES
CHLORINE
ORGANIC compounds
Subjects
Details
- Language :
- English
- ISSN :
- 10704280
- Volume :
- 44
- Issue :
- 6
- Database :
- Complementary Index
- Journal :
- Russian Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 33042273
- Full Text :
- https://doi.org/10.1134/S1070428008060055