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Photochemical tandem reaction of nitrogen containing heterocycles, bicyclo[1.1.1]pentane, and difluoroiodane(<scp>iii</scp>) reagents

Yaqing Zhu, Fengchao Yi, Ningning Zhou, Yi Zhang, Ying Zhang, Xia Zhao, Kui Lu

2024Organic & Biomolecular Chemistry11 citationsDOI

Abstract

A visible light-induced difluoroalkylation/heteroarylation of [1.1.1]propellane with nitrogen containing heterocycles and difluoroiodane(III) reagents was achieved. Various heteroarenes and difluoroiodane(III) reagents exhibited good compatibility, yielding the desired products in moderate to good yields. The accessibility of the reagents and the mild reaction conditions establish this method as an alternative and practical strategy for accessing diverse 1-difluoroalkyl-3-heteroaryl bicyclo[1.1.1]pentanes (BCPs).

Topics & Concepts

PentaneReagentTandemBicyclic moleculeChemistryNitrogenCascade reactionOrganic chemistryPhotochemistryMaterials scienceCatalysisComposite materialRadical Photochemical ReactionsFluorine in Organic ChemistryOxidative Organic Chemistry Reactions
Photochemical tandem reaction of nitrogen containing heterocycles, bicyclo[1.1.1]pentane, and difluoroiodane(<scp>iii</scp>) reagents | Litcius