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Journal of the Electrochemical Society, Vol.160, No.7, G3123-G3127, 2013
Anodic Oxidation of N-Acylazacycloalkanes in Methanol
The electrochemical properties of three cyclic amides of the type N-acylazacycloalkanes (5-, 6- and 7-membered rings) have been investigated in acetonitrile by cyclic voltammetry. Their preparative scale oxidation in methanol at C anodes under various electrochemical conditions (current density, electricity consumption and supporting electrolytes) has been performed. The outcome indicates that four major products were formed by all three substrates: cyclic eneamides (c), alpha-methoxy, cyclic alpha'-eneamide (c), alpha-methoxy- (b) and alpha,alpha'-dimethoxy (d) cyclic amides. Their relative ratio was found to be highly dependent on the nature of the electrolyte used and current density. (C) 2013 The Electrochemical Society. All rights reserved.