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Intramolecular Aminoazidation of Unactivated Terminal Alkenes by Palladium-Catalyzed Reactions with Hydrogen Peroxide as the Oxidant. 2020
Francesca Foschi, and
Camilla Loro, and
Roberto Sala, and
Julie Oble, and
Leonardo Lo Presti, and
Egle M Beccalli, and
Giovanni Poli, and
Gianluigi Broggini
Dipartimento di Scienza e Alta Tecnologia , Università degli Studi dell'Insubria , Via Valleggio 9 , 22100 Como , Italy.
The palladium-catalyzed aminoazidation of aminoalkenes yielding azidomethyl-substituted nitrogen-containing heterocycles was developed. The procedure requires oxidative conditions and occurs at room temperature in the presence of hydrogen peroxide and NaN3 as the azide source. These conditions provide selective exo-cyclization/azidation of the carbon-carbon double bond, furnishing a versatile approach toward five-, six-, and seven-membered heterocyclic rings.
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