Preparation, Characterization, and Reactivity of Aliphatic Amino Iodane(III) Reagents

The preparation of a new class of aliphatic amino iodane(III) reagents has been realized with the N-TMS-amine and acetoxybenziodazole participated in the formation of N-I bond. The amino-containing iodane(III) reagent 2 d was characterized by single-crystal X-ray diffraction, which revealed the expected hypervalent iodane distorted T-shaped geometry. A practical copper-catalyzed, directed electrophilic amination of aryl amines employing amino-iodane(III) as amination agents was disclosed that proceeded smoothly without external additives.