Enamides and their derivatives are prominent bioactive pharmacophores found in various bioactive molecules. Herein we report a palladium-catalyzed oxidative N-α,β-dehydrogenation of amides to produce a range of enamides with high yields and excellent tolerance toward different functional groups. Mechanistic studies indicate that the reaction involves allylic C(sp3)-H activation followed by β-H elimination. The effectiveness of this approach is demonstrated through late-stage functionalization of bioactive molecules and the synthesis of valuable compounds through product elaboration.
Ana Catalina LacunzaRafael ClarkMiguel Marafuschi Phillips
María Janneth Álvarez ÁlvarezMartha Castro RojasGuillermo Peña Guarín
María CarbajalJosé Silvano Hernández MosquedaSergio Tobón