Friedel crafts reactions of three-member ileterocycles II: Alkylation of aromatic compounds with aziridines

The Friedel Crafts reaction of propylenimine with symmetrical arenes in the presence of aluminum chloride was investigated. Electron donating substituents increase the α-methyl-β-phenethylamine/ β-methyl-β-phenethylaimine ratio, while increasing the temperature has the opposite effect. In the reaction of chlorobenzene or toluene with aziridine, the nature of the substituent has little effect on the ortho/para ratio.