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Saccharin‐Based μ‐Oxo Imidoiodane: A Readily Available and Highly Reactive Reagent for Electrophilic Amination
Authors:Dr. Akira Yoshimura  Steven R. Koski  Jonathan M. Fuchs  Prof. Dr. Akio Saito  Prof. Dr. Victor N. Nemykin  Prof. Dr. Viktor V. Zhdankin
Affiliation:1. Department of Chemistry and Biochemistry, University of Minnesota Duluth, Duluth, MN 55812 (USA) http://www.d.umn.edu/~vzhdanki/;2. Division of Applied Chemistry, Institute of Engineering, Tokyo University of Agriculture and Technology, 2‐24‐16 Naka‐cho, Koganei, Tokyo 184‐8588 (Japan)
Abstract: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 μ‐oxo‐bridged imidoiodane readily reacts with silyl enol ethers under mild conditions to give the corresponding α‐aminated carbonyl compounds in moderate yields.
Keywords:amination  hypervalent  iodine  oxidation  saccharin
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