regioselectivity of some succinisoimidium and maleisoimidium perchlorate towards amines and aromatic hydrocarbons under Friedel Graft's conditions

ABSTRACT

N-arylsuccinisoimidium and N-arylmaleisoimidium perchlorates [2, 6a and b], upon treatment with primary amines undergo a nucleophilic addition via ring-opening at the carbonyl group to give compounds [3, 7a and b], respectively. They also react as true anhydrides when they allowed to react with aromatic hydrocarbons in the presence of anhydrous AlCl3 to give the corresponding compounds [4a-c and 9a-d]