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Updated: Nov 3, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Z-Selective Pd-catalyzed 2,2,2-trifluoroethylation of acrylamides at room temperature
Louise Ruyet1, Maria I Lapuh1, Vijay S Koshti1
1Normandie Univ, INSA Rouen, UNIROUEN, CNRS, COBRA (UMR 6014), Rouen 76000, France. tatiana.besset@insa-rouen.fr.
Abstract:
A straightforward 2,2,2-trifluoroethylation of acrylamides by Pd-catalyzed C-H bond activation was reported by using a fluorinated hypervalent iodine reagent as a coupling partner. At room temperature, this additive-free approach allowed the synthesis of Z-2,2,2-trifluoroethylated acrylamides (19 examples, up to 73% yield) in a stereoselective manner. Under these mild reaction conditions, the methodology turned out to be functional group tolerant and mechanistic studies gave us a better understanding of the transformation.
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