Synthesis of Tertiary Enamides by Ag2CO3-Promoted Pd-Catalyzed Alkenylation of Acyclic Secondary Amides

A. Delforge, I. Georgiou, A. Kremer, J. Wouters, D. Bonifazi,
Org. Lett., 2016, 18, 4844–4847.
DOI: 10.1021/acs.orglett.6b02305

Abstract

A Pd-catalyzed methodology for the preparation of tertiary enamides from acyclic secondary amides and bromo acrylates under mild reaction conditions has been developed using [Pd₂(dba)₃], XantPhos, and Ag₂CO₃ as a base. The reaction occurs through a stereospecific metal-mediated oxidative-insertion mechanism.