Z -Selective Pd-catalyzed 2,2,2-trifluoroethylation of acrylamides at room temperature - Archive ouverte HAL
Article Dans Une Revue Chemical Communications Année : 2021

Z -Selective Pd-catalyzed 2,2,2-trifluoroethylation of acrylamides at room temperature

Résumé

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.

Domaines

Chimie
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Dates et versions

hal-03442521 , version 1 (23-11-2021)

Identifiants

Citer

Louise Ruyet, Maria Lapuh, Vijay Koshti, Tamás Földesi, Philippe Jubault, et al.. Z -Selective Pd-catalyzed 2,2,2-trifluoroethylation of acrylamides at room temperature. Chemical Communications, 2021, 57 (51), pp.6241-6244. ⟨10.1039/D1CC02007B⟩. ⟨hal-03442521⟩
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