[1+ 3] Cycloadditions of isocyanides to azomethine ylides; synthesis and properties of 1-phthalimidoazetidines

J Charrier, A Foucaud, H Person…

Index: Charrier, Josiane; Foucaud, Andre'; Person, Herve'; Loukakou, Emile Journal of Organic Chemistry, 1983 , vol. 48, # 4 p. 481 - 486

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Citation Number: 22

Abstract

Results 1-Phthalimidoaziridines can be prepared by oxidation of N-aminophthalimide with lead tetraacetate in the presence of suitable 01efins.'~~ We have prepared 1 and 5A stereospecifically by conducting this oxidation in the presence of tetracyanoethylene or dimethyl dicyanofumarate, respectively. The presence of their ylide isomers 2 and 6 was demonstrated by trapping with dimethyl acetylenedicarboxylate at room temperature to ...