Saccharin-Based μ-Oxo Imidoiodane: A Readily Available and Highly Reactive Reagent for Electrophilic Amination

Three new saccharin-based hypervalent iodine compounds were prepared by the reaction of saccharine with (diacetoxyiodo)arenes or acetoxybenziodoxole. Structures of these new imidoiodanes were established by X-ray crystallography. The saccharin-based mu-oxo-bridged imidoiodane readily reacts with silyl enol ethers under mild conditions to give the corresponding alpha-aminated carbonyl compounds in moderate yields.