EQUILIBRIUM IN THE TRIETHYLAMINE-CATALYZED, EXTENDED BEHREND REARRANGEMENT OF N-(1-CYANOISOBUTYL) BENZYLIDENEAMINE N-OXIDES

Abstract

Triethylamine-catalyzed Behrend rearrangement of the title aldonitrones to the corresponding keto-nitrones in various solvents is an entropy-controlled, energetically unfavorable reaction but the position of the equilibrium significantly depends on the nature of solvent used.