Palladacycle-catalyzed Deacetonative Sonogashira Coupling Of Aryl Propargyl Alcohols With Aryl Chlorides

An efficient and general protocol for the deacetonative Sonogashira couplingof aryl propargyl alcohols with aryl chlorides has been described. The reaction couldproceed smoothly with the catalyst system of palladacycle/Xphos. Note that thisresult represents the first successful deacetonative Sonogashira version for electron-poor, electron-neutral and even inactive sterically hindered electron-rich arylchlorides.We acquired the optimized reaction conditions when the reaction wasconducted in CH3CN at110oC (oil bath temperature) by using K2CO3as the basewith the catalyst system of palladacycle/Xphos, under nitrogen atmosphere for16h,affording the symmetrical and unsymmetrical diaryl acetylenes in mostly good toexcellent yields.