Palladium-Catalyzed Difluorocarbene Transfer Enabled Divergent Synthesis of γ‑Butenolides and Ynones from Iodobenzene and Terminal Alkynes

Herein, we report a ligand-controlled palladium-catalyzed method that enables the synthesis of ynones and γ-butenolides with excellent regioselectivity from the same set of readily available aryl iodides, aryl acetylenes, and BrCF₂CO₂K. In this reaction, the [Pd^II]CF₂ does demonstrate electrophilicity and can generate CO readily when reacting with H₂O. It is environmentally friendly and safe compared to traditional methods, and the current protocol enables us to afford ynones and γ-butenolides in high yields with excellent functionality tolerance. Moreover, esters can also be obtained with corresponding phenols and alcohols utilizing this strategy. The success of late-stage functionalization of bioactive compounds further illustrates the synthetic utility of this protocol in material development and drug discovery.