Litcius/Paper detail

Chemoselective Homologation–Deoxygenation Strategy Enabling the Direct Conversion of Carbonyls into (<i>n+1</i>)-Halomethyl-Alkanes

Margherita Miele, Andrea Citarella, Thierry Langer, Ernst Urban, Martin Zehl, Wolfgang Hölzer, Laura Ielo, Vittorio Pace

2020Organic Letters39 citationsDOIOpen Access PDF

Abstract

-type alkyl halides remain elusive materials for selective one-carbon homologations. Our tactic levers on using carbonyls as starting materials and enables uniformly high yields and chemocontrol. The tactic is flexible and is not limited to carbenoids. Also, diverse carbanion-like species can act as nucleophiles, thus making it of general applicability.

Topics & Concepts

ChemistryNucleophileCarbenoidCarbanionDeoxygenationElectrophileAlkylHalideTributyltin hydrideCarbon fibersOrganic chemistryCombinatorial chemistryMedicinal chemistryCatalysisRhodiumMaterials scienceComposite numberComposite materialCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions