Phosphine-Directed sp<sup>3</sup> C–H, C–O, and C–N Borylation
Kelsey C. Morris, Shawn E. Wright, Gillian F. Meyer, Timothy B. Clark
Abstract
Benzylic C-H borylation reactions are limited, requiring new approaches to exploit their reactivity for efficient selective functionalization. The recent development of phosphine-directed C-H borylation of arenes has now been extended to benzylic substrates, providing high yield of the mono- and geminal bis-borylation products. Attempts to borylate the C-H bond α to a benzylic ether or amine resulted in C-O and C-N borylation, followed by C-H borylation to provide geminal bis-borylated products.
Topics & Concepts
BorylationChemistryGeminalPhosphineReactivity (psychology)Yield (engineering)Medicinal chemistryEtherAmine gas treatingOrganic chemistryCatalysisArylAlkylMaterials scienceAlternative medicinePathologyMetallurgyMedicineCatalytic C–H Functionalization MethodsOrganoboron and organosilicon chemistryCatalytic Cross-Coupling Reactions