Copper-Catalyzed Hydrocarboxylation of N -Allenyl Derivatives

Rémi Blieck (1) , Marc Taillefer (1) , Florian Monnier (1)

1 ICGM - Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier

The addition of carboxylic acids to allenes was performed with copper catalysis. This hydrocarboxylation reaction, occurring on the terminal carbon of the allenes, is totally regio- and stereoselective. It represents the first copper-catalyzed example of intermolecular C–O bond formation by allene hydrofunctionalization. This ligand-free system is based on the use of catalytic amounts of copper combined with a base (10 mol % of K2CO3).

Domaines: Chimie organique; Catalyse

Rémi Blieck, Marc Taillefer, Florian Monnier. Copper-Catalyzed Hydrocarboxylation of N -Allenyl Derivatives. Journal of Organic Chemistry, 2019, 84 (17), pp.11247-11252. ⟨10.1021/acs.joc.9b01510⟩. ⟨hal-02307629⟩