Reaction of Quinoline 1-oxides with sodium methoxide in the presence of lead(IV) acetate

摘要

In the presence of lead(IV) acetate, the reaction of quinoline 1-oxide with methoxide anion under various reaction conditions gives 2-methoxyquinoline 1-oxide without deoxygenation of N-oxide group. Reaction of 4-substituted quinoline 1-oxides with methoxide anion also resulted in the corresponding 4-substituted 2-methoxyquinoline 1-oxides under the same reaction conditions. As the reaction mechanism, ionic pathway is suggested rather than radical pathway through the investigation using radical initiators.