N-(ω-ハロゲンアルキル)イミド類の分子内環化反応

概要

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The authors studied on intramolecular cyclization of N-(ω-halogenoalkyl) imide due to both its halogeno- and carbonyl-group. (1) The reaction of N-(ω-halogenoalkyl) imide with metal magnesium to prepare Grignard reagent did not occur, so that the cyclization method by Grignard reaction was inapplicable. (2) Intramolecular cyclization was successful and afforded N,C-(alkylene)-3-hydro-xyphthalimidine by reaction of N-(ω-halogeno-alkyl)phthalimide with metal lithium to form the organolithium compound, followed by nucleophilic reaction of carbanion of this compound to carbonyl group in imido group. (3) Intramolecular cyclization was also successful and afforded N,O-alkylenecamphorimidinium hexachloro-antimonate in the reaction of N-(ω-chloroalkyl)camphorimide with antimony pentachloride to form carbocation which was reacted with oxygen of carbonyl group. Some properties of those products were examined.
近畿大学の論文
1977-12-01