Zinc catalysed electrophilic C–H borylation of heteroarenes
Matthew E. Grundy, Kang Yuan, Gary S. Nichol, Michael J. Ingleson
Abstract
activation of the hydroborane (and not the heteroarene) by a zinc electrophile. Based on DFT calculations this activation is proposed to proceed by coordination of a hydroborane oxygen to the zinc centre to generate a boron electrophile that effects C-H borylation. Thus, Lewis acid binding to oxygen sites of hydroboranes represents an under-developed route to access reactive borenium-type electrophiles for C-H borylation.
Topics & Concepts
BorylationBoraneChemistryPinacolElectrophileCationic polymerizationZincMedicinal chemistryCatecholOrganic chemistryCatalysisArylAlkylOrganoboron and organosilicon chemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions