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

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]

Reaction of o-acylaminobenzazides with amines and hydrazines

Azides in general and 0-acylaminobenzazides 1, in particular, are unstable compounds that decompose easily. The decomposition product of 1 is dependent upon the medium of reaction. Decomposition in boiling benzene gives the urea derivative 2, while decomposition in hot acetic acid medium gives the benzimidazolone derivative 3. Both of latter compounds are formed via the formation of the isocyanate derivative 4, the primary decomposition product of the azide. The urea derivative 2 was reported to be formed by the reaction of the isocyanate derivative 4 with the amine formed when part of 4 was hydrolysed under the influence of moisture present in the reaction medium