Ruthenium(<scp>ii</scp>)-catalyzed C–H activation and (4+2) annulation of aromatic hydroxamic acid esters with allylic amides
Chandan Kumar Giri, Suman Dana, Mahiuddin Baidya
Abstract
A (4+2) annulation under Ru(II)-catalysis is reported using aromatic hydroxamic acid esters as the oxidizing directing group and allylic amides as unactivated olefin coupling partners, delivering a wide variety of aminomethyl isoquinolinones in good to excellent yields. This annulation is distinctive as allylic congeners typically result in allylation and not the annulation. Late-stage derivatization of a bioactive synthetic bile acid has been showcased.
Topics & Concepts
AnnulationAllylic rearrangementChemistryOlefin fiberOxidizing agentCatalysisRutheniumHydroxamic acidOrganic chemistryDerivatizationMedicinal chemistryCombinatorial chemistryHigh-performance liquid chromatographyCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisSynthesis and Catalytic Reactions