biostudies-literaturePaul ANational Institute of General Medical SciencesNIGMS NIH HHS1224-1227https://www.ebi.ac.uk/biostudies/studies/S-EPMC9039734biostudies-literatureUnknown24(5)Relatively unstable cyclic imines, generated in situ from their corresponding alicyclic amines via oxidation of their lithium amides with simple ketone oxidants, engage aryllithium compounds containing a leaving group on an <i>ortho</i>-methylene functionality to provide polycyclic isoindolines in a single operation. The scope of this transformation includes pyrrolidine, piperidine, azepane, azocane, and piperazines.Organic lettersSynthesis of Polycyclic Isoindolines via α-C-H/N-H Annulation of Alicyclic Amines.PMC9039734R01GM101389R01 GM101389Vasseur CPaul ADaniel SDSeidel DfalseSynthesis of Polycyclic Isoindolines via α-C-H/N-H Annulation of Alicyclic Amines.Relatively unstable cyclic imines, generated in situ from their corresponding alicyclic amines via oxidation of their lithium amides with simple ketone oxidants, engage aryllithium compounds containing a leaving group on an <i>ortho</i>-methylene functionality to provide polycyclic isoindolines in a single operation. The scope of this transformation includes pyrrolidine, piperidine, azepane, azocane, and piperazines.2022-01-01T00:00:00Z2022 Feb2025-04-18T15:53:13.076Z2025-04-07T02:48:12.635ZS-EPMC90397343510051110.1021/acs.orglett.2c00018