Efficient Multigram Syntheses of Air-Stable, Fluorescent Primary Phosphines via Palladium-Catalyzed Phosphonylation of Aryl Bromides

Abstract Air-stable, fluorescent primary phosphines have been prepared on a multigram scale. The two key synthetic steps are an optimized palladium-catalyzed phosphonylation of aryl bromides and a boron–carbon bond formation reaction. The method provides a valuable synthetic route to novel fluorescent derivatives via a key phosphonate intermediate.