A new entry for the oxidation of fluoroalkyl-substituted methanol derivatives: Scope and limitation of the organoiodine(V) reagent-catalyzed oxidation

Oxidation of various fluoroalkyl-substituted methanol derivatives under the influence of a catalytic amount of sodium 2-iodobenzenesulfonate and Oxone® in CH3CN or CH3NO2 was investigated in detail. The efficiency of the newly developed oxidation was also evaluated by comparison to other oxidations, such as Dess–Martin, PDC, and Swern oxidation.

Graphical abstractThe hypervalent iodine(V)-catalyzed oxidation of fluorinated alcohols to the corresponding ketones was developed as the alternative to Dess–Martin oxidation.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► The hypervalent iodine(V)-catalyzed oxidation for fluorinated alcohols was established. ► Various fluorinated alcohols can be converted into the corresponding ketones in high yields. ► This system is superior to PDC, Swern oxidations, and comparable to Dess–Martin oxidation.