Methylene C(sp<sup>3</sup>)–H β,β′-Diarylation of Cyclohexanecarbaldehydes Promoted by a Transient Directing Group and Pyridone Ligand
Sahra St John‐Campbell, Andrew J. P. White, James A. Bull
Abstract
-arylation of cyclohexanecarbaldehydes. The amide N-substituents are shown to affect yield and can enhance the rate of arylation compared with the α-amino acid. Addition of a pyridone ligand further enhanced reactivity. The reaction is successful for a range of aryl iodides, and various substituted cyclohexane carboxaldehydes, providing functionalized products from simple feedstocks. A mechanism is proposed evoking a transient enamine.
Topics & Concepts
ChemistryMethyleneLigand (biochemistry)Transient (computer programming)Group (periodic table)Medicinal chemistryStereochemistryOrganic chemistryOperating systemReceptorComputer scienceBiochemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsRadical Photochemical Reactions