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2 Polish Journal of Chemistry

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Synthesis and Reactions of 3-Halogeno-3-methylbenzosultams

100%

Modrzejewska H. , Wojciechowski K.

2008

tom Vol. 82, nr 3

585-590

Halogenation of 1,3-dialkyl-2,1-benzisothiazoline 2,2-dioxides (benzosultams) with hexachloroethane or tetrabromomethane under phase-transfer catalysis conditions leads to 3-halogeno-3-methylbenzosultams. Thermal extrusion of SO2 from 3-halogeno-3-methylbenzosultams generates aza-ortho-xylylenes that undergo [1,5] hydrogen shift leading to ortho-alkylamino-a-halostyrenes, that in turn undergo reaction with anilines leading to ortho-alkylamino-a-arylaminostyrenes.

Fragmentation of 1-methyl-1,2,3,4-tetrahydroquinoline-2,3-dicarboxylic acid derivatives upon electron ionization

100%

Danikiewicz W. , Wojciechowski K.

1998

tom Vol. 72, nr 3

554-563

The electron ionization-inducted fragmentation patterns of cis-3a,4,9,9a-tetrahydro-4-methyl-2-phenyl-1H-pyrrolo[3,4-b]quinoline-1,3(2H)-dione derivatives have been studied. It was found that fragmentation starts at N-phenylsuccinimide ring and its pattern depends on the type and position of the substituents at carbon atoms 5-8. Peaks, which can be assigned to the products of the retro Diels-Alder opening of the nitrogen atom containing tetrahydroquinoline ring, were observed.