Efficient Methods for Oxidation of Alcohols

Abstract

Treatment of alkoxymagnesium bromides, prepared in situ from alcohols and Grignard reagent, with N-chlorosuccinimide, m-chloroperbenzoic acid, or (diacetoxyiodo)benzene in the presence of t-butoxymagnesium bromide afforded the corresponding carbonyl compounds in good yields. A wide variety of alcohols, after being converted into their bromomagnesium salts by treatment with propylmagnesium bromide, were also selectively oxidized with 1,1′-(azodicarbonyl)dipiperidine to afford the corresponding ketones or aldehydes in excellent yields.