Abstract
An efficient and general protocol for the palladium-catalyzed Heck alkynylation of benzyl chlorides was developed. A catalyst system comprised of PdCl2(CH3CN)2 and 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (XPhos), with Cs2CO3 as the base, efficiently couples a wide range of functionalized terminal alkynes and substituted benzyl chlorides at 65 °C. We have also demonstrated that the corresponding aryl allene product can be selected for using an excess amount of base and higher reaction temperatures (80 °C) in a one-pot procedure.
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