Highly Selective Pd-Catalyzed Direct C-F Bond Arylation of Polyfluoroarenes.

A directing-group-free palladium-catalyzed direct arylation of simple polyfluoroarenes with arylboronic acids through selective C-F bond activation is described. The combination of Pd(OAc) with BrettPhos was identified as an efficient catalytic system to promote the reaction with high regioselectivity and broad substrate scope. Preliminary mechanistic studies reveal that the oxidative addition of Pd to the C-F bond is involved in the catalytic cycle.

Copper-Catalyzed Direct Propargylation of Polyfluoroarenes with Secondary Propargyl Phosphates.

A copper-catalyzed direct propargylation of polyfluoroarenes with secondary propargyl phosphates has been developed. The reaction proceeds under mild reaction conditions with high efficiency and regioselectivity and provides a concise and straightforward method for the synthesis of polyfluoroarylated derivatives of interest in both life and materials science.