Rhodium(III)-Catalyzed [4+3] Annulation of <i>N</i>-Aryl-pyrazolidinones and Propargylic Acetates: Access to Benzo[<i>c</i>][1,2]diazepines
Tingfang Li, Zi Yang, Zhenyu Song, Rémi Chauvin, Xiuling Cui
Abstract
The generation of 2,3-dihydro-benzo[c][1,2]diazepine derivatives via rhodium(III)-catalyzed [4+3] annulation of pyrazolidinones and propargylic acetates is disclosed. The reaction proceeds smoothly under relatively mild conditions from propargylic acetates as novel C3 synthons. A range of dinitrogen-fused heterocyclic compounds are readily accessed by this approach.
Topics & Concepts
ChemistryAnnulationSynthonRhodiumCatalysisArylMedicinal chemistryDiazepineCombinatorial chemistryStereochemistryOrganic chemistryRing (chemistry)AlkylCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsSulfur-Based Synthesis Techniques