Iodoamination of alkenyl sulfonamides by potassium iodide and hydrogen peroxide in aqueous medium

A procedure for the iodoamination of unfunctionalized olefins tethered to a tosyl-protected NH-group has been developed. The combined use of KI and H2O2 in aqueous medium was effective for the preparation of iodomethyl-substituted nitrogen-containing heterocycles. The selective exo-trig iodocyclization provided 1,2-bifunctional 5-, 6-, and 7-membered cyclic skeletons.