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39.2.2.1.5.3 Variation 3: Oxidation by Miscellaneous Oxidants

DOI: 10.1055/sos-SD-039-00168

Drabowicz, J.; Lewkowski, J.; Kudelska, W.; Girek, T.Science of Synthesis, (200839138.

Other oxidants for the preparation of sulfones 38 from sulfides or sulfoxides can be divided into two groups: organic and inorganic (Scheme 31). One of the most popular inorganic oxidants is potassium permanganate (KMnO4), which is used in combination with various clays (e.g., montmorillonite K 10) or ion-exchange resins,[‌97‌,‌98‌] with glacial acetic acid,[‌99‌] or with copper(II) sulfate. The reaction is stimulated by microwaves.[‌100‌] A combination of per­iodic acid with chromium trioxide,[‌101‌] an osmate-exchange layered double hydroxide oxidant with oxygen,[‌102‌] or hypofluorous acidacetonitrile complex[‌103‌] can also be used. Suitable organic oxidants include various strained rings, such as 3-methyl-3-(trifluoromethyl)dioxirane[‌104‌] or substituted oxaziridines,[‌105‌] and diphenyl sulfoxide.[‌106‌] Finally, Mortierella isabellina fungi can also used to effect the oxidation of sulfides to sulfones.[‌107‌]

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