Palladium-catalyzed synthesis of 3-trifluoromethylated 1,3-dienes from acrylate derivatives and BTP

Qun Zhao (1) , Jianjun Wang (1) , Tatiana Besset (1) , Xavier Pannecoucke (1) , J.-P. Bouillon (1) , Thomas Poisson (1)

1 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse

Here we reported a Pd-catalyzed coupling reaction between acrylate derivatives and BTP (2-bromo-3,3,3-trifluoropropene) to access 3-trifluoromethylated 1,3-dienes. The reaction allows the formation of the corresponding products in good to excellent yields and moderate Z/E diastereoisomeric ratios. This method broadens the current toolbox to access 3-trifluoromethylated 1,3-dienes.

Mots clés: Synthetic method; Fluorine; 1; Palladium; Homogeneous catalysis; 3-Dienes

Domaines: Chimie

Qun Zhao, Jianjun Wang, Tatiana Besset, Xavier Pannecoucke, J.-P. Bouillon, et al.. Palladium-catalyzed synthesis of 3-trifluoromethylated 1,3-dienes from acrylate derivatives and BTP. Tetrahedron, 2018, 74 (41), pp.6033-6040. ⟨10.1016/j.tet.2018.08.035⟩. ⟨hal-02024541⟩