Synthesis of α-Trifluoromethylacrylates by Ligand-Free Palladium-Catalyzed Mizoroki-Heck Reaction

Pan Xiao (1) , Claire Schlinquer (1) , Xavier Pannecoucke (1) , J.-P. Bouillon (1) , Samuel Couve-Bonnaire (1)

1 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse

Efficient ligand-free palladium catalyzed Mizoroki–Heck reaction allowed the formation of trisubstituted α-trifluoromethylacrylates. The reaction showed good chemical tolerance and furnished moderate to excellent yields of reaction. Silver salt additive proved to be essential for the reaction. The reaction has been then applied to the formation of 3-trifluoromethyl coumarins and analogues of therapeutic agents.

Domaines: Chimie organique; Chimie analytique; Catalyse; Chemo-informatique; Chimie thérapeutique; Chimie théorique et/ou physique

Pan Xiao, Claire Schlinquer, Xavier Pannecoucke, J.-P. Bouillon, Samuel Couve-Bonnaire. Synthesis of α-Trifluoromethylacrylates by Ligand-Free Palladium-Catalyzed Mizoroki-Heck Reaction. Journal of Organic Chemistry, 2019, 84 (4), pp.2072-2082. ⟨10.1021/acs.joc.8b03085⟩. ⟨hal-02075683⟩