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Photoredox-Catalyzed C-H Functionalization Reactions

Overview
Journal Chem Rev
Specialty Chemistry
Date 2021 Sep 29
PMID 34585909
Citations 93
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Abstract

The fields of C-H functionalization and photoredox catalysis have garnered enormous interest and utility in the past several decades. Many different scientific disciplines have relied on C-H functionalization and photoredox strategies including natural product synthesis, drug discovery, radiolabeling, bioconjugation, materials, and fine chemical synthesis. In this Review, we highlight the use of photoredox catalysis in C-H functionalization reactions. We separate the review into inorganic/organometallic photoredox catalysts and organic-based photoredox catalytic systems. Further subdivision by reaction class─either sp or sp C-H functionalization─lends perspective and tactical strategies for use of these methods in synthetic applications.

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References
1.
Liu X, Ye X, Bures F, Liu H, Jiang Z . Controllable Chemoselectivity in Visible-Light Photoredox Catalysis: Four Diverse Aerobic Radical Cascade Reactions. Angew Chem Int Ed Engl. 2015; 54(39):11443-7. DOI: 10.1002/anie.201505193. View

2.
Yamaguchi J, Yamaguchi A, Itami K . C-H bond functionalization: emerging synthetic tools for natural products and pharmaceuticals. Angew Chem Int Ed Engl. 2012; 51(36):8960-9009. DOI: 10.1002/anie.201201666. View

3.
Colby D, Bergman R, Ellman J . Rhodium-catalyzed C-C bond formation via heteroatom-directed C-H bond activation. Chem Rev. 2009; 110(2):624-55. PMC: 2820156. DOI: 10.1021/cr900005n. View

4.
Meanwell M, Lehmann J, Eichenberger M, Martin R, Britton R . Synthesis of acyl fluorides via photocatalytic fluorination of aldehydic C-H bonds. Chem Commun (Camb). 2018; 54(71):9985-9988. DOI: 10.1039/c8cc06375c. View

5.
Leow D . Phenazinium salt-catalyzed aerobic oxidative amidation of aromatic aldehydes. Org Lett. 2014; 16(21):5812-5. DOI: 10.1021/ol5029354. View