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 / S. Giofre', R. Sala, E.M. Beccalli, L. Lo Presti, G. Broggini. - In: HELVETICA CHIMICA ACTA. - ISSN 0018-019X. - 102:7(2019 Jul 12), pp. e1900088.1-e1900088.12. [10.1002/hlca.201900088]
Iodoamination of alkenyl sulfonamides by potassium iodide and hydrogen peroxide in aqueous medium
S. Giofre';E.M. Beccalli;L. Lo Presti;
2019
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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