Iridium-Catalyzed Redox-Neutral C2 and C3 Dual C–H Functionalization of Indoles with Nitrones toward 7<i>H</i>-Indolo[2,3-<i>c</i>]quinolines
Miao Li, Yaqun Dong, Cong Zhou, Junxue Bai, Jiang Cheng, Jianwei Sun, Song Sun
Abstract
An iridium-catalyzed redox-neutral C-2 and C-3 dual C–H functionalization of indoles with nitrones has been developed, furnishing a range of 7H-indolo[2,3-c]quinolines with high efficiency and regioselectivity under mild reaction conditions. Notably, sequential multiple C–H bond cleavage and C–C bond formation constitute the key events of this process, in which nitrone serves as a building block and an oxidant. Distinct from the previous methods toward 7H-indolo[2,3-c]quinolines, this newly developed reaction features readily available substrates, operational simplicity, broad scope, good to high efficiency, and excellent regioselectivity.
Topics & Concepts
RegioselectivityChemistryNitroneIridiumCombinatorial chemistryCatalysisRedoxBond cleavageSurface modificationDual roleOrganic chemistryCycloadditionPhysical chemistryCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisSynthesis and bioactivity of alkaloids