Nickel-Catalyzed Regio- and Stereospecific C–H Coupling of Benzamides with Aziridines

• DOI: 10.1021/acs.orglett.1c01821
• Publication Date: 2021-07-01T18:41:07Z
• Authors: Shibo Xu; Koji Hirano; Masahiro Miura
• Keywords: SN2 reaction; Stereospecificity; Indoline

A nickel-catalyzed C–H coupling of 8-aminoquinoline-derived benzamides with aryl- and alkyl-substituted aziridines has been disclosed. The current strategy provides direct access to benzolactams by the alkylation–intramolecular amidation cascade event concomitant removal aminoquinoline auxiliary. regioselectivity ring opening can be controlled substituents. reaction chiral proceeds inversion configuration, thus suggesting an SN2-type nucleophilic ring-opening pathway.