Sulfondiimidoyl-Containing Hypervalent Iodine(III) Compounds: Synthesis and Reactivity

<i>N</i>-Monosubstituted sulfondiimines react with methoxy(tosyloxy)iodobenzene (MTIB) to give unprecedented <i>N</i>-connected hypervalent iodine(III) compounds in high to excellent yields. The pure products are obtained by simple filtration of the reaction suspension after reaction times of 3-30 min. Broad variations of the sulfondiimine <i>S</i>-substituents are tolerated, and products with <i>S</i>,<i>S</i>-aryl, <i>S</i>,<i>S</i>-alkyl, and <i>S</i>-alkyl,<i>S</i>-aryl backbones can be prepared. The new compounds were tested in several organic transformations, aiming at uncovering their inherent reactivity profiles.