Palladium-Catalyzed anti -Michael-Type (Hetero)arylation of Acrylamides.
Hirotsugu SuzukiRyota MoroTakanori MatsudaPublished in: Journal of the American Chemical Society (2024)
This paper reports a direct α-(hetero)arylation of acrylamides through an inverse electron-demand nucleophilic addition, specifically an anti -Michael-type addition. The introduction of a quinolyl directing group facilitates the nucleophilic addition of (hetero)arenes to the α-position of acrylamides. The quinolyl directing group effectively suppresses undesired β-hydrogen elimination and is removable for subsequent derivatization. The presented method provides an atom economical synthesis of α-(hetero)arylamide with a high degree of functional group tolerance.