Synthetic Chemistry with Lewis Acidity‐Diminished B(aam) and B(dan) Groups: Borylation Reactions and Direct Cross‐Couplings
Shintaro Kamio, Hiroto Yoshida
Abstract
Abstract This review describes recent advances in the synthesis of anthranilamide/1,8‐diaminonaphthalene‐substituted organoboron compounds with diminished boron Lewis acidity via catalytic B(aam)‐ and B(dan)‐installing borylation reactions, which have attracted growing attention especially in the last five years owing to their unique reactivity, regioselectivity, and the outstanding stability toward air and moisture of organoboron compounds obtained therefrom. Direct Suzuki–Miyaura cross‐couplings with R–B(aam)/B(dan), which were believed to be wholly unreactive until recently, are also discussed. magnified image
Topics & Concepts
ChemistryBorylationOrganoboron compoundsRegioselectivityBoronReactivity (psychology)Lewis acids and basesCatalysisMedicinal chemistryBoranesOrganic chemistryCombinatorial chemistryArylPathologyMedicineAlkylAlternative medicineOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods