Silver(I)-catalyzed oxidation of cyclic secondary amines with peroxodisulphate

Abstract

Oxidation of piperidines, pyrrolidine, azetidine, perhydroazepine, and perhydroazocine with aqueous alkaline sodium peroxodisulphate in the presence of silver nitrate gave 1,1′-bipiperidines, a trimer of 1-pyrroline,1,1′-biazetidine,1,1′-biperhydroazepine together with 1-formylperhydroazepine, and 1-formylperhydroazocine, respectively.