A novel ring-opening reaction of an aziridinium–AlCl3 complex. Reaction of phenyl azide with alkenes in the presence of AlCl3

Abstract

Reaction of phenyl azide with alkenes in the presence of AlCl₃ gives an aziridinium–AlCl₃ complex viaan azide–AlCl₃ complex; this reaction is followed by ring-opening reactions of the aziridinium–AlCl₃ complex to give N-allylanilines and/or N-phenyl-β-chloroamines after work-up with aqueous Na₂CO₃, but the reaction with cis-cyclo-octene yields a novel aziridine, 9-phenyl-9-azabicyclo[6.1.0]nonane after the work-up.