Preparation of an aliphatic-substituted hypervalent iodine compound, tetracoordinate 1,2-iodoxetane 1-oxide, and its application to oxidation

Article abstract of DOI:10.1016/j.tetlet.2004.09.022

A tetracoordinate 1,2-iodoxetane oxide was prepared, and it oxidized alcohols to the corresponding aldehydes and ketones in good to moderate yields under mild conditions. A tetracoordinate 1,2-iodoxetane was prepared by the fluorination of a tricoordinate 1,2-iodoxetane with xenon difluoride followed by hydrolysis. The tetracoordinate 1,2-iodoxetane oxidized alcohols and a sulfide to the corresponding aldehydes and ketones, and a sulfoxide, respectively, in good to moderate yields under mild conditions.