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.
Iodoamination of Alkenyl Sulfonamides by Potassium Iodide and Hydrogen Peroxide in Aqueous Medium
Sala Roberto;Broggini Gianluigi
2019-01-01
Abstract
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.
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