Palladium‐Catalyzed Denitrogenative Suzuki Coupling of Benzotriazinones with Potassium (Hetero)Aryl Trifluoroborates

Abstract The crystalline, shelf‐stable, and easy‐to‐stoichiometry potassium (hetero)aryl trifluoroborates have been effectively used as surrogates of boronic acids in palladium‐catalyzed denitrogenative Suzuki coupling of benzotriazinones. Scope and limitations of the protocol have been demonstrated by 25 examples in yields up to 98%, showing good tolerance to electronic factors, albeit large steric effects, from both benzotriazinone and trifluoroborate counterparts. Effective use of the easy‐to‐handle (hetero)aryl trifluoroborates makes the Suzuki coupling of benzotriazinones more practical to 1,1′‐bi(hetero)aryl‐2‐carboxamides from readily available anthranilic acids.