Abstract
2-(Chlorodimethylsilyl)benzoyl chloride, prepared in high yield from 2-(4-methoxyphenyldimethylsilyl)benzoic acid and thionyl chloride or phosphorus pentachloride, was investigated in its reaction with amines and alcohols. 1,1-Dimethyl-1-sila-isoindolin-3-one (from the reaction with ammonia) is a structural analogue of saccharin but, just as its lithium or sodium salt, it has no sweet taste at all. The previously unknown ring system of 1-silaisoindoline was also obtained in the reactions with primary amines and N, N-dimethylhydrazine. The novel ring systems of 3-silaisoindolenine and 1-sila-1,3-dihydro-isobenzofuran resulted from the reaction with sodium bis(trimethylsilyl)amide and ethanol/water respectively.
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