N-ビニルイミドに関する研究(II) : 1-フエニルー1-(o-スルホベンズイミド)エチレンの合成と反応

概要

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1-Phenyl-1-(o-sulfobenzimido)-ethylene (I) was synthesized by reflux of DMF solution of 1,2-dibromoethylbenzene and potassium o-sulfobenzimide. The yield of (I) was not so good (17%), but it is very interesting to form (I) through one process which contains two steps, substitution of o-sulfobenzimido group and elimination of hydrogen bromide. It was determined by UV- and NMR-spectra that phenyl group and vinylidene group in (I) were coplanar and o-sulfobenzimido group was perpendicular to them. The type of bromination at unsaturated double bond in (I) was not addition, but substitution at β-position. The substitution products were (E)-and (Z)-1-phenyl-1-(o-sulfobenzimido)-2-bromoethylene, which were identified by UV-and NMR-spectra. The product ratio of those isomers were affected by reaction temperature.
近畿大学の論文
1973-12-01