Copper-Catalyzed Defluorinative Boroarylation of Alkenes with Polyfluoroarenes

A catalytic defluorinative boroarylation of alkenes with polyfluoroarenes and B(2)pin(2) with the assistance of a PCy3- ligated copper catalyst was developed. Taking advantage of bench stable alkenes as latent nucleophiles and avoiding traditional reliance on stoichiometric quantities of organometallics, this method showcased good functional group compatibility and proceeded under very mild reaction conditions. A series of valuable boronate-containing polyfluoroarenes including all-carbon quaternary carboncenter-containing triaryl alkylboronates that are otherwise difficult to access were efficiently prepared.

Automated summary

A catalytic defluorinative boroarylation of alkenes with polyfluoroarenes and B(2)pin(2) using a PCy3-ligated copper catalyst was developed. This method utilizes stable alkenes as latent nucleophiles and avoids the need for stoichiometric quantities of organometallics. It offers good functional group compatibility and operates under mild reaction conditions, enabling the efficient preparation of valuable boronate-containing polyfluoroarenes.