Copper-Catalyzed Hydroamination of Alkynes with Aliphatic Amines: Regioselective Access to (1E,3E)-1,4-Disubstituted-1,3-dienes - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Organic Letters Année : 2015

Copper-Catalyzed Hydroamination of Alkynes with Aliphatic Amines: Regioselective Access to (1E,3E)-1,4-Disubstituted-1,3-dienes

Résumé

Copper-catalyzed hydroamination of aromatic or heteroaromatic alkynes with cyclic secondary aliphatic amines undergoes generation of an enamine-type intermediate. The latter is transformed in situ via a coupling reaction with a second molecule of alkyne to afford regioselectively (1E,3E)-1,4-disubstituted-1,3-dienes with the formation of C–N, C–C, and C–H bonds.

Domaines

Chimie organique
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Dates et versions

hal-01203504 , version 1 (23-09-2015)

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Janet Bahri, Bassem Jamoussi, Arie van Der Lee, Marc Taillefer, Florian Monnier. Copper-Catalyzed Hydroamination of Alkynes with Aliphatic Amines: Regioselective Access to (1E,3E)-1,4-Disubstituted-1,3-dienes. Organic Letters, 2015, 17 (5), pp.1224-1227. ⟨10.1021/acs.orglett.5b00177⟩. ⟨hal-01203504⟩
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