Highly chemo- and regioselective C–P cross-coupling reaction of quinone imine ketals with Ar2P(O)H to construct ortho-amino triarylphosphine derivatives

Abstract

A highly chemo- and regioselective approach for the construction of ortho-amino triarylphosphine oxides has been achieved through a C–P cross-coupling reaction involving quinone imine ketals (QIKs) with Ar₂P(O)H and catalyzed via a Lewis base. This alternative protocol provided a wide substrate scope with excellent yields (82–95%), and a variety of ortho-amino triarylphosphines were obtained with high yields (87–95%) via further reductive reaction. Furthermore, this reaction could be scaled-up and several synthetic transformations were accomplished for the construction of functionalized organophosphorus.