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Iron-Catalyzed Photoredox Alcohol α-C–H Alkylation and Tandem Intramolecular Cyclization: Facile Access to Multisubstituted 2,3-Dihydrofurans and γ-Butyrolactones

Jia‐Jin Jason Chen, Ziyu Gan, Yongqiang Zhang, Ziyang Chen, Shuyang Liu, Rongqi Cui, Zhiyan Xue, Haoxiang Sun, Lei Shi, Wenfeng Jiang, Yunhe Jin

2024Organic Letters10 citationsDOI

Abstract

Multisubstituted furans occupy a pivotal position within the realms of synthetic chemistry and pharmacological science due to their distinctive chemical configurations and inherent properties. We herein introduce a tandem difunctionalization protocol of alcohols for the efficient synthesis of multisubstituted 2,3-dihydrofurans and γ-butyrolactones through the combination of photocatalysis and iron catalysis under mild conditions. Photoredox alcohol α-C(sp 3 )–H activation and Pinner-type intramolecular cyclization are two key processes. This method features significant convenience, economic benefits, and environmental friendliness.

Topics & Concepts

ChemistryTandemCatalysisIntramolecular forcePhotoredox catalysisAlcoholAlkylationCombinatorial chemistryPhotocatalysisOrganic chemistryMaterials scienceComposite materialCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisCyclopropane Reaction Mechanisms