Diaryl amines are becoming ever more useful intermediates in many applications such as drugs, photoelectric materials, etc. Amination of aryl halides with aryl amines have been reported employing palladium catalysts with an array of ligands. We report herein direct amination of aryl fluorosulfonates with aryl amines using a palladium catalyst. This cross coupling reaction occurs under mild conditions with a tetrakis(triphenylphosphine)palladium(0) without any use of a special ligand or additional additives, which are essential for the previously reported aminations.
Aryl fluorosulfonates can be prepared in quantitative yields from the reaction of phenol derivatives and sulfuryl fluoride, and offer readily available coupling partners for the amination reactions as alternatives to aryl halides or other aryl sulfonates.