Ni-Catalyzed Reductive Coupling of Heteroaryl Bromides with Tertiary Alkyl Halides
Quan Lin, Hegui Gong, Fan Wu
Abstract
We disclose here a nickel-catalyzed reductive coupling of bromopyridines with tertiary alkyl bromides for the synthesis of alkylated pyridines bearing an all-carbon quaternary center. This strategy features mild conditions, broad substrate scope, and high functional group tolerance. The method reported here offers an alternative solution to the challenging task of forging sterically congested alkylpyridines, which we believe will significantly benefit the synthetic community and pharmaceutical industry.
Topics & Concepts
AlkylChemistryHalideCatalysisSteric effectsNickelAlkylationFunctional groupSubstrate (aquarium)Combinatorial chemistryOrganometallic chemistryCoupling (piping)Quaternary carbonOrganic chemistryMedicinal chemistryEnantioselective synthesisPolymerGeologyEngineeringMechanical engineeringOceanographyCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsRadical Photochemical Reactions