The bis(salicylaldehyde)ethylenediimine cobalt(II)-catalyzed oxidative carbonylation of 1-adamantylamine in alcohol: a study for optimizing carbamate formation

The oxidative carbonylation of 1-adamantylamine with dioxygen and carbon monoxide in methanol and with bis(salicylaldehyde)ethylenediimine cobalt(II) as catalyst to give the corresponding carbamate and urea is sensitive to the reaction temperature, the [substrate]/[catalyst] ratio and the pressure of the reactants. In the same conditions, diphenylmethane and anthracene exhibit only oxidation to benzophenone and anthraquinone respectively, and the antitumoral drug 3,6-diamino-2,7-dimethylacridine (acridine yellow) gives the corresponding monocarbamate.