Site-Selective C8-Alkylation of Quinoline <i>N</i>-Oxides with Maleimides under Rh(III) Catalysis
Won Gun An, Suk Hun Lee, Dayoung Kim, Harin Oh, Suho Kim, Youjung Byun, Hyun Jin Kim, Neeraj Kumar Mishra, In Su Kim
Abstract
The site-selective modification of quinolines and their analogs has emerged as a pivotal topic in medicinal chemistry and drug discovery. Herein, we describe the rhodium(III)-catalyzed C8-alkylation of quinoline N-oxides with maleimides as alkylating agents, resulting in the formation of bioactive succinimide-containing quinoline derivatives. The reaction proceeds under mild conditions with complete functional group tolerance.
Topics & Concepts
ChemistryQuinolineAlkylationSuccinimideRhodiumCatalysisOrganic chemistryCombinatorial chemistryMedicinal chemistryCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisSynthesis and Catalytic Reactions