Photocatalytic Regioselective Redox-Neutral 1,3-Oxypyridylation of Aryl Cyclopropanes
Dongjie Li, Xia-Ling Liu, You-Zhi Liao, Yi Zhao, Fei Pan
Abstract
Pyridines and cyclopropanes are important structural units in chemistry. Herein, we introduce a photoredox-catalyzed approach for the ring opening and 1,3-oxypyridylation of aryl cyclopropanes using 4-cyanopyridines and carboxylic acids. This sequential process involves single-electron oxidation of the aryl cyclopropane, leading to nucleophilic ring opening and radical pyridylation at the benzylic position. The redox-neutral reaction exhibits high regioselectivity under mild reaction conditions, offering a broad substrate scope and wide applicability.
Topics & Concepts
RegioselectivityChemistryCyclopropaneArylRing (chemistry)NucleophileRedoxPhotoredox catalysisSubstrate (aquarium)PhotocatalysisPhotochemistryCatalysisCombinatorial chemistryOrganic chemistryGeologyAlkylOceanographyCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques