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Communication | Special issue | Vol 13, No. 1, 1979, pp.321-328
Published online, 1st January, 1970
DOI: 10.3987/S-1979-01-0321
Oxidation of Methylpyridines and Methylpyridine-N-oxides with Electro-generated Superoxide Ion

Hiromitsu Sagae, Masamichi Fujihira, Henning Lund, and Tetsuo Osa*

*Graduate School of Pharmaceutical Sciences, Tohoku University, Aramaki, Aoba-ku, sendai 980-8578, Japan


The oxidation of methylpyridines and methylpyridine-N-oxides with electro-generated superoxide ion in DMF was studied by cyclic voltammetry and controlled potential macro-electrolysis. The electrochemical reduction of oxygen in the presence of these compounds yielded the corresponding carboxylic acids. The reactivity of the methyl groups towards the oxidation varied according to the location of such groups on the heterocyclic ring and was in each case greater for the methylpyridine-N-oxide than for the corresponding methylpyridine.