Copper-Catalyzed Domino Strategy Construction of Fused Benzopyrroloazepinone through the Reaction of Allenyloximes and Arylboronic Acids

Herein, we present a novel strategy for the efficient synthesis of fused azepinone frameworks from allene-tethered oximes and arylboronic acids through a domino effect comprising a Chan-Lam coupling, [3 + 2] cycloaddition, [3,3]-sigmatropic rearrangement, and imine-enamine tautomerization with good to excellent yields. This straightforward reaction proceeds through the consecutive formation of a C-N, C-O, and two C-C bonds. This approach exhibits a broad substrate scope, excellent functional group tolerance, and scalability to gram quantities.