Bulletin of the Chemical Society of Japan p. 2941 - 2950 (1995)
Update date:2022-08-03
Topics:
Ibata, Toshikazu
Shang, Mu-Hong
Demura, Tetsuo
An aromatic nucleophilic substitution (SNAr) 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.
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