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.

Key words

phosphorus - palladium - fluorescence - air stability - Bodipy

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