Tetrahedron

Synthesis, fragmentations and rearrangements of 3-(1-haloalkyl) oxaziridines

N De Kimpe, B de Corte

Index: De Kimpe, Norbert; De Corte, Bart Tetrahedron, 1992 , vol. 48, # 35 p. 7345 - 7362

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Citation Number: 5

Abstract

A variety of new 3-(1-haloalkyl) oxaziridines was synthesized by oxidation of α-chloro-, α- bromo-, α, α-dichloro-, α, α-dibromo-and α, α, α-trichloroaldimines with meta- chloroperbenzoic acid. Attempts to induce dehydrohalogenation into the elusive methyleneoxaziridines were unsuccessful. However, presumptive evidence is presented that 2-t-butyl-3-(trichloromethyl) oxaziridine is dehydrochlorinated into a transient ...