Insights into Ruthenium(II/IV)-Catalyzed Distal C-H Oxygenation by Weak Coordination

Abstract

C-H hydroxylation of aryl acetamides and alkyl phenylacetyl esters was accomplished via challenging distal weak O-coordination by versatile ruthenium(II/IV) catalysis. The ruthenium(II)-catalyzed C-H oxygenation of aryl acetamides proceeded through C-H activation, ruthenium(II/IV) oxidation and reductive elimination, thus providing step-economical access to valuable phenols. The p-cymene-ruthenium(II/IV) manifold was established by detailed experimental and DFT-computational studies.

Keywords: C−H activation; amides; oxygenation; reaction mechanisms.