Palladium-catalyzed cascade metallo-ene/Suzuki coupling reaction of allenamides

Abstract

A new type of cascade metallo-ene/Suzuki coupling reaction of allenamides catalyzed by palladium is described. A variety of polyfunctionalized 2,3-dihydropyrrole derivatives, which are important structural motifs for bioactive molecules, were furnished with excellent yields. Two new Csp³–Csp² bonds were constructed in one pot efficiently. The reductive elimination from π-allyl palladium complex presented excellent regioselectivity to the terminal C1 position. The unique terminal alkene was one of the most easily functionalized groups, providing these molecules with a potential transformation to much more complicated molecules.