A New Reaction of 2-(Phenylsulfonyl)-3-phenyloxaziridine (Davis Reagent): Oxidation of Thiolates to Sulfinates. Application to the Synthesis of Sulfones
Franck Sandrinelli, Stéphane Perrio* and Pierre Beslin
*Laboratoire de Chimie Moléculaire et Thio-organique (Associé au CNRS, UMR 6507), ISMRA-Université de Caen, 6 boulevard du Maréchal Juin, F-14050 Caen, France,
Email: stephane.perrio
ensicaen.fr
F. Sandrinelli, S. Perrio, P. Beslin, Org. Lett., 1999, 1, 1107-1109.
DOI: 10.1021/ol990170k
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Abstract
2-(Phenylsulfonyl)-3-phenyloxaziridine, commonly known as the Davis reagent, enables a generation of sulfinate anions by oxidation of the corresponding thiolates. Subsequent S-alkylation of the sulfinates under phase-transfer catalysis affords sulfones in very good isolated yields.
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Key Words
Davis reagent, alkyl sulfones, oxidation
ID: J54-Y1999
