Organophosphorus-catalyzed relay oxidation of H-Bpin: electrophilic C–H borylation of heteroarenes
Jeffrey M. Lipshultz, Yue Fu, Peng Liu, Alexander T. Radosevich
Abstract
generates chloropinacolborane (ClBpin) as a transient electrophilic borylating species, consistent with observed substituent effects and regiochemical outcomes. These results illustrate the targeted diversion of established reaction pathways in organophosphorus catalysis to enable a new mode of main group-catalyzed C-H borylation.
Topics & Concepts
BorylationChemistryElectrophileReagentCatalysisSubstituentMedicinal chemistryStereochemistryCombinatorial chemistryArylOrganic chemistryAlkylOrganoboron and organosilicon chemistryBoron Compounds in ChemistryCatalytic C–H Functionalization Methods