Synthesis of Isoquinoline-3-carboxylate Chelated B,B-Diaryl Tetracoordinated Organoboron Complexes

Abstract

A method for the preparation of N,O-chelated B,B-diaryl tetracoordinated organoboron complexes is disclosed. Using stable and readily available potassium aryltrifluoroborates (ArBF3K) as the surrogate of the diarylboron (Ar2B) moieties and isoquinoline-3-carboxylic acid as the precursor of the N,O-chelating ligand, the isoquinoline-3-carboxylate chelated diarylboron complexes can be obtained in the presence of Mn, p-toluenesulfonyl chloride, and base. This reaction is featured by broad substrate scope and functional group compatibility, thus providing a convenient and efficient pathway towards diarylboron complexes.