Cross-Coupling Of Vinylethylene Carbonates With Arylboronic Acids Catalyzed By Palladium Nanoparticles In Water

The 4-hydroxylprenylarene motif appears in a wide range of biologically active natural products, yet efficient methods for the introduction of 4-hydroxylprenyl group into aromatic rings are largely unexplored. Therefore, the development of practical and greener methods for the synthesis of 4-hydroxylprenylarenes and their derivatives is highly appealing.Transition metal-catalyzed cross-coupling of allylic electrophiles with arylboronic acids is one of most practical methods for the formation of valuable allyl-aryl coupling compounds. Recently, we reported palladium-catalyzed cross-coupling of allylic donors with arylboronic acids that the allyl-aryl coupling could be catalyzed by palladium nanoparticles (PdNPs) without any ligands and additional stabilizers in pure water. Based on our continuous effort to the development of practical and greener allyl-aryl coupling process, we herein will represent PdNPs-catalyzed allyl-aryl coupling of VECs with arylboronic acids to form 4-hydroxylprenylarenes and their derivatives.Our studies effectively extend the scope of Pd nanoparticles catalyzed Suzuki-Miyaura coupling reactions in water and provide a pratical and greenal process for allyl-aryl coupling.