Abstract

Abstract It was found that α-bromo-α-hydroxyimino compounds were obtained in good yields by the reactions of sulfonium bromides, such as dimethylphenacylsulfonium bromide, acetonyldimethylsulfonium bromide and ethoxycarbonylmethyldimethylsulfonium bromide, with isopropyl nitrite. On the other hand, (α-hydroxyiminophenacyl and -acetonyl)pyridinium bromides were obtained in quantitative yields by the reactions of pyridinium bromides, such as phenacylpyridinium bromide and acetonylpyridinium bromide, with isopropyl nitrite. Further, the reactions of α-bromo-α-hydroxyimino compound or (α-hydroxyiminophenacyl)pyridinium bromide, which were obtained by the above mentioned reactions, with several nucleophiles were studied.

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