meta-Allylation of Arenes via Ruthenium-Catalyzed Cross-Dehydrogenative Coupling

A successful example of oxidative meta-dehydrogenative allylation of arenes with alkenes has been developed using Ru­(PPh3)3Cl2 as a catalyst and DTBP as an oxidant. In the allylation process, pyrimidines, pyrazoles, and purines, found widely in nucleosides, were effective auxiliary groups. Gram-scale experiments took place smoothly under optimized conditions. Mechanistic studies indicated that ruthenium-catalyzed meta-dehydrogenative allylation was a free-radical process. The allylation process developed herein provides an efficient and practical strategy to prepare versatile meta-allylated arenes.