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.
2019
amination; cyclization; nitrogen heterocycles; sulfonamides; synthetic methods
Giofre, Sabrina; Sala, Roberto; Beccalli Egle, Maria; Lo Presti, Leonardo; Broggini, Gianluigi
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11383/2087623
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