Catalytic Hydroarylation of Alkenes with Phenols using B(C₆F₅)₃

Abstract

We demonstrate that tris(pentafluorophenyl)borane, B(C6F5)3, is shown to be an effective catalyst for the hydroarylation of olefins to yield substituted phenols. This system features fast reaction times, mild conditions, and good yields for a select scope of olefinic substrates and various phenols, resulting in C–C bond formation. Experimental data support two possible mechanisms, where the Lewis acid can activate either the olefin or the phenol as the first step in the catalytic mechanism.