Ru(II)-Catalyzed C-H Alkenylation of Benzimidates with Unactivated Olefins: A Route to ortho-Alkenylated Benzonitriles

A Ru(II)-catalyzed C-H alkenylation of benzimidates with unactivated alkenes providing ortho-alkenylated benzonitriles in good to excellent yields in a highly regio- and stereoselective manner is described. In the reaction, an imidate group converted into a nitrile under the reaction conditions. The alkenylation reaction was compatible with various substituted benzimidates as well as functionalized unactivated olefins, including ibuprofen-, neproxen-, coumarin-, and cholesterol-substituted alkenes. A feasible reaction mechanism was proposed to account for the present alkenylation reaction.