The Nucleophilic Substitution Reaction of p-Chloronitrobenzene with N-Substituted Cyclic Amines under High Pressure

Article abstract of DOI:10.1246/bcsj.68.2941

An aromatic nucleophilic substitution (S_NAr) reaction of p-chloronitrobenzene with N-substituted pyrrolidines under high pressure gave p-pyrrolidinonitrobenzene and ring-opening products through quaternary ammonium salt.The selectivity of dealkylation and ring-opening depends on the electronic and steric factors of N-substituents.The reactions with N-methylaziridine and N-methylazetidine gave ring-opening products without affording any demethylation product.