Bis(1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane) peroxodisulfate: A mild and efficient oxidant for cleavage of nitrogen double bonds and oxidation of alcohols under anhydrous conditions

Abstract

Bis(1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane) peroxodisulfate (1), is readily prepared as an orange solid from commercially available 1,4- diazabicyclo[2.2.2]octane and potassium peroxodisulfate. This reagent easily converts hydrazones, semicarbazones, oximes, and alcohols to the corresponding carbonyl compounds with excellent yields.