The electrochemistry of 1-substituted-1,4-diazaspiro[5.5]undecane-3,5-diones in non-aqueous media

Abstract

An investigation into the redox behaviour of a series of 1-substituted-1,4-diazaspiro[5.5]undecane-3,5-diones in non-aqueous media is reported. The main product of electrolytic oxidation is N-(1-aminocyclohexanecarbonyl)oxamic acid in 80% yield, while the main product of reduction is the alcohol, in 60% yield, with traces of the dimer (5%). The mechanisms of the processes are proposed and discussed.