81803-22-7Relevant articles and documents
A Novel Synthesis of α-Cyanoaziridines
Kimpe, Norbert De,Moens, Luc,Verhe, Roland,Buyck, Laurent De,Schamp, Niceas
, p. 19 - 20 (1982)
A new route to α-cyanoaziridines has been developed by reaction of α-chloroketimines with potassium cyanide in methanol, which involves nucleophilic addition and subsequent intramolecular nucleophilic substitution.
Formation of α-Cyanoaziridines and 1-(Alkylamino)cyclopropanecarbonitriles by Cyanation of α-Halo Ketimines
De Kimpe, Norbert,Sulmon, Paul,Verhe, Roland,De Buyck, Laurent,Schamp, Niceas
, p. 4320 - 4326 (2007/10/02)
A new convenient synthesis of α-cyanoaziridines was developed by reaction of α-halo ketimines with cyanide in methanol or acetonitrile.Tertiary α-chloro ketimines with cyanide in methanol gave rise to a competitive reaction between α-cyanoaziridine formation and production of 1-(alkylamino)cyclopropanecarbonitriles, the latter being classified as a Favorskii rearrangement-type product.The scope and limitations of this reaction have been determined by investigation of reaction parameters such as the nitrogen substituent, the solvent, the inorganic cyanide, the carbon skeleton, and the nature of the α-halogen.
