Formal C−H Carboxylation of Unactivated Arenes
Ashot Gevorgyan, Kathrin H. Hopmann, Annette Bayer
Abstract
in green solvents is described. The present strategy combines a sterically controlled Ir-catalyzed C-H borylation followed by a Cu-catalyzed carboxylation of the in situ generated organoboronates. The reaction is highly regioselective for the C-H carboxylation of 1,3-disubstituted and 1,2,3-trisubstituted benzenes, 1,2- or 1,4-symmetrically substituted benzenes, fluorinated benzenes and different heterocycles. The developed methodology was applied to the late-stage C-H carboxylation of commercial drugs and ligands.
Topics & Concepts
CarboxylationRegioselectivitySteric effectsChemistryCatalysisOrganic chemistryCombinatorial chemistryMedicinal chemistryStereochemistryCarbon dioxide utilization in catalysisCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions