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

J Matsuo, D Iida, K Tatani, T Mukaiyama

Index: Matsuo, Jun-Ichi; Iida, Daisuke; Tatani, Kazuya; Mukaiyama, Teruaki Bulletin of the Chemical Society of Japan, 2002 , vol. 75, # 2 p. 223 - 234

Full Text: HTML

Citation Number: 39

Abstract

Various primary and secondary alcohols were smoothly oxidized to the corresponding aldehydes and ketones by using a new oxidizing agent, Nt-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.