Highly Efficient Palladium‐Catalyzed Suzuki Coupling of N‐Tosyl Aryltriazenes with Diarylborons for Access to Biaryls

Abstract

A highly efficient Suzuki coupling of N‐tosyl aryltriazenes with diarylborinic acids or potassium diaryldifluoroborinates is reported under weak basic conditions in aqueous DME or dioxane, respectively. The shelf‐stable and easy‐to‐stoichiometry diaryldifluoroborinates displayed reactivities comparable to the corresponding diarylborinic acids. Scope and limitations of the protocol have been investigated, showing large electronic and steric effects from aryltriazenes. Utility of potassium diaryldifluoroborinates in the Suzuki coupling with activated aryltriazenes provides a cost‐effective and operationally practical access to biaryls from anilines.