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.

Intramolecular Aminoazidation of Unactivated Terminal Alkenes by Palladium-Catalyzed Reactions with Hydrogen Peroxide as the Oxidant / F. Foschi, C. Loro, R. Sala, J. Oble, L. Lo Presti, E.M. Beccalli, G. Poli, G. Broggini. - In: ORGANIC LETTERS. - ISSN 1523-7060. - 22:4(2020 Feb 21), pp. 1402-1406.

Intramolecular Aminoazidation of Unactivated Terminal Alkenes by Palladium-Catalyzed Reactions with Hydrogen Peroxide as the Oxidant

F. Foschi
Primo
;
L. Lo Presti
Membro del Collaboration Group
;
E.M. Beccalli
Membro del Collaboration Group
;
G. Poli
Penultimo
Membro del Collaboration Group
;
2020

Abstract

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.
C-O; difunctionalization; functionalization; aminoacetoxylation; aminopalladation; cyclization; carbon
Settore CHIM/06 - Chimica Organica
Settore CHIM/02 - Chimica Fisica
21-feb-2020
6-feb-2020
Article (author)
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/725853
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