Carbonylative Suzuki Coupling Catalyzed by Pd Complexes Based on [N,P]-Pyrrole Ligands: Direct Access to 2-Hydroxybenzophenones

Abstract

The Suzuki-Miyaura cross-coupling is one of the most useful synthetic tools to build C−C bonds, but the use of hydroxyaryl halides to direct access hydroxy-byaryls still remains a challenge. For the carbonylative version of the reaction, the synthesis of hydroxybiaryl ketones is commonly solved by protecting group strategies. In this work, we report a protocol of carbonylative Suzuki- Miyaura coupling catalysed by a [N,P]-PdCl2 complex using aryl halides, various aryl boronic acids and CO. We were able at first to obtain biphenyls, finding a singular reactivity towards 2-bromophenol, that later was extended to the carbonylation reaction, resulting in methodology that allows the obtention of 2-hydroxybiaryl ketones, with a functional group tolerance toward amines, alkoxy, ketones, esters, and halides. (Figure presented.).