A novel ring-opening reaction of an aziridinium–AlCl 3 complex. Reaction of phenyl azide with alkenes in the presence of AlCl 3

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.