Synthesis of Cinnolines via Rh(III)‐Catalyzed Annulation of <i>N</i>‐Aryl Heterocycles with Vinylene Carbonate
Suho Kim, Su Bin Choi, Ju Young Kang, Won Gun An, Suk Hun Lee, Harin Oh, Prithwish Ghosh, Neeraj Kumar Mishra, In Su Kim
Abstract
Abstract The Rh(III)‐catalyzed C−H annulation reactions of N ‐aryl indazolones or N ‐aryl phthalazinones with a vinylene carbonate is described herein. This transformation provides the rapid access to indazolocinnolines and phthalazinocinnolines as important assets towards the development of novel bioactive compounds. Intriguingly, a vinylene carbonate acts as a vinyl transfer agent to enable the [4+2] annulation reaction. This method is characterized by its simplicity, mild reaction conditions, and broad functional group tolerance.
Topics & Concepts
AnnulationChemistryArylCatalysisCombinatorial chemistryCarbonateFunctional groupOrganic chemistryMedicinal chemistryAlkylPolymerCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsSynthesis and Catalytic Reactions