Mild and Selective Oxygenation of Sulfides to Sulfoxides and Sulfones by Perfluoro-cis-2, 3-dialkyloxaziridines

DD DesMarteau, VA Petrov, V Montanari…

Index: DesMarteau, Darryl D.; Petrov, Viacheslav A.; Montanari, Vittorio; Pregnolato, Massimo; Resnati, Giuseppe Journal of Organic Chemistry, 1994 , vol. 59, # 10 p. 2762 - 2765

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Citation Number: 42

Abstract

Sulfides are oxidized to sulfoxides by stoichiometric amounts of perfluoro-cis-2, 3- dialkyloxaziridines 2. The reactions proceed at-40 OC with nearly complete selectivity and very good yields. Sulfoxides are also oxidized easily by 2 under mild conditions to corresponding sulfones. The oxidation of some bioactive sulfides (promazine, albendazole, biotin, and others) is also reported.