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Significance: The biaryl phosphine ligand t-BuBrettPhos in combination with [(cinnamyl)PdCl]2 is shown to catalyze the fluorination of aromatic and heteroaromatic triflates using CsF as fluorine source. This reaction proceeds under relatively mild conditions and with high functional group tolerance. Comment: In a few cases, regioisomeric products are observed, but the overall yields remain high. The success of the reaction crucially depends on the sterically demanding t-BuBrettPhos ligand, since it prevents the formation of dimeric [LPdAr(F)]2, but also promotes reductive elimination of the Ar–F bond due to its large size. This method can be expected to be applicable for the preparation of biologically active aryl fluorides. R OTf + CsF t-BuBrettPhos (6 mol%) [(cinnamyl)PdCl]2 (2 mol%) PhMe, 80–130 °C, 12 h R F

Palladium-Catalyzed Conversion of Aryl Triflates to Aryl Fluorides