Rhodium(III)-Catalyzed Direct Coupling of Arylphosphine Derivatives with Heterobicyclic Alkenes: A Concise Route to Biarylphosphines and Dibenzophosphole Derivatives

The redox-neutral direct coupling
of arylphosphine oxides with
heterobicyclic alkenes proceeds smoothly under rhodium­(III) catalysis
involving hydroarylation followed by dehydrative aromatization to
form biarylphosphine oxides. Related phenylphosphinic and phenylphosphonic
esters as well as phenylphosphine sulfides also undergo ortho-arylative
coupling. Furthermore, phenylphosphinothioic amides can be transformed
to fused dibenzophosphole derivatives through rhodium-catalyzed coupling
with heterobicyclic alkenes and successive intramolecular phospha-Friedel–Crafts
reaction in a one-pot manner.