C‐Nitroso compounds. Part XXVIII: Generation and reactivity of N‐(1‐chloroalkyl)nitrones obtained by reaction of diazoalkanes with gem‐chloronitroso compounds

作者: A. H. M. Kayen , Th. J. de Boer

DOI: 10.1002/RECL.19770960103

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摘要: Hitherto unknown N-(1-chloroalkyl)nitrones 1, the formal condensation products of ketones and gem-chloro(hydroxylamino)alkanes have been generated in situ by reaction diazoalkanes with gem-chloronitrosoalkanes 3. The existence transient nitrone species follows from their tert-butoxy radicals tri-n-butylstannane to give nitroxides, structure which is supported ESR. In 1 undergo methanolysis presence bases formation two oximes ketones. This strongly implies a mechanism solvolysis as outlined schemes 2, quantitative product analysis (Table I).

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