Ruthenium(II)-Catalyzed Traceless C-H Functionalization Using an N-N Bond as an Internal Oxidant

A previously elusive Ru-II-catalyzed N-N bond-based traceless C-H functionalization strategy is reported. An N-amino (i.e., hydrazine) group is used for the directed C-H functionalization with either an alkyne or an alkene, affording an indole derivative or olefination product. The synthesis features a broad substrate scope, superior atom and step economy, as well as mild reaction conditions.