Aqueous 30% H 2 O 2 in hexafluoro-2-propanol (HFIP) is carbon double bond are shown to not be affected by the reagent system used. The oxidation of glycosyl sulfides to described as a facile, selective and efficient oxidant for the conversion of sulfides to sulfoxides under neutral conditions. glycosyl sulfoxides was achieved in very high yield at room temperature. The nitrogen center of the pyridine molecule and the carbon-
Results and Discussion
in a very short reaction time. The substituents on the phenyl group had no significant effect on the reaction: With elec-In our search for new low-cost and environmental tron-donating p-methyl, p-chloro substituents (1h and 1i) friendly oxidizing systems, we have recently reported on the and with a strong electron-withdrawing group like p-nitro Mn(OAc)3•2H2O catalyzed aerobic oxidation of olefins. [9a] (1j) the reaction occurred smoothly to give the correspond-However, this system was not selective in sulfide oxidation, ing sulfoxides 2h؊j in excellent yields. leading to a mixture of sulfoxide and sulfone. [9b] We thus