C-4 Regioselective Alkylation of Pyridines Driven by Mechanochemically Activated Magnesium Metal
Chongyang Wu, Ying Tao, Hangqian Fan, Chenhui Hu, Weike Su, Jingbo Yu
Abstract
Mechanochemically activated magnesium(0) metal as a highly active mediator driving direct C-4-H alkylation of pyridines with alkyl halides has been developed. Excellent regioselectivity and substrate scope, including those containing reducible functionalities, free amines, and alcohols, as well as biologically relevant molecules were achieved to access 4-alkylpyridine products. Preliminary mechanistic studies suggested a radical-radical coupling pathway.
Topics & Concepts
ChemistryRegioselectivityAlkylationMagnesiumAlkylHalideCombinatorial chemistryMetalMoleculeSubstrate (aquarium)Organic chemistryCatalysisGeologyOceanographyCatalytic C–H Functionalization MethodsSynthesis and Reactivity of HeterocyclesPhenothiazines and Benzothiazines Synthesis and Activities