STUDY OF POLYMER-SUPPORTED DESS-MARTIN HYPERVALENT IODINE REAGENT

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Primary and secondary alcohols were successfully oxidized to the corresponding aldehydes and ketones at room temperature in good yields, respectively, with poly[4-(diacetoxyiodo)styrene] (PSDIB) in the presence of TEMPO (cat.) in acetone, as an environmentally friendly method. Here, polymer-supported hypervapent iodine was quantitatively recovered by simple filtration from the reaction mixture, and PSDIB was regenerated by treatment with peracetic acid and reused successfully. The previous methods such as Swern oxidation and Dess-Martin oxidation may be substituted by the present method, since the present oxidation of primary and secondary alcohols to the corresponding aldehydes and ketones, respectively, is effective and secure as an operationally simple and environmentally benign method, and can be used for the synthesis of pharmaceutical and agrochemical substances