A New Method for Oxidation of Various Alcohols to the Corresponding Carbonyl Compounds by Using N-t-Butylbenzenesulfinimidoyl Chloride

Various primary and secondary alcohols were smoothly oxidized to the corresponding aldehydes and ketones by using a new oxidizing agent, N-t-butylbenzenesulfinimidoyl chloride (4a), in the coexistence of DBU or zinc oxide. The present oxidation proceeded under mild conditions via five-membered intramolecular proton-transfer of an alkyl arenesulfinimidate intermediate.