Photoredox-Catalyzed Divergent Radical Cascade Annulations of 1,6-Enynes via Pyridine <i>N</i>-Oxide-Promoted Vinyl Radical Generation

Wang, Ban; Singh, Jujhar; Deng, Yongming

doi:10.1021/acs.orglett.3c03930

Org. Lett.

2023

DOI: 10.1021/acs.orglett.3c03930

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Photoredox-Catalyzed Divergent Radical Cascade Annulations of 1,6-Enynes via Pyridine N-Oxide-Promoted Vinyl Radical Generation

Ban Wang,

Jujhar Singh,

Yongming Deng

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2024

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Cited by 3 publications

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Recent Advances in Synthetic Methods by Photocatalytic Single-Electron Transfer Chemistry of Pyridine N-Oxides

Satheesh,

Deng

2024

J. Org. Chem.

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By adoption of the enabling technology of modern photoredox catalysis and photochemistry, the generation of reactive and versatile pyridine N-oxy radicals can be facilely achieved from single-electron oxidation of pyridine N-oxides. This Synopsis highlights recent methodologies mediated by pyridine N-oxy radicals in developing (1) pyridine N-oxide-based hydrogen atom transfer catalysts for C(sp3)–H functionalizations and (2) β-oxyvinyl radical-mediated cascade reactions. In addition, recent research revealed that direct photoexcitation of pyridine N-oxides allowed for the generation of alkyl carbon radicals from alkylboronic acids.

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Recent Advances in Synthetic Methods by Photocatalytic Single-Electron Transfer Chemistry of Pyridine N-Oxides

Satheesh,

Deng

2024

J. Org. Chem.

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Photocatalytic Thio/Selenosulfonylation–Bicyclization of Indole-Tethered 1,6-Enynes Leading to Substituted Benzo[c]pyrrolo[1,2,3-lm]carbazoles

Zuo,

Chen,

Zhang

et al. 2024

Org. Lett.

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Photocatalytic 1,3-oxyheteroarylation of aryl cyclopropanes with azine N-oxides

Kim,

Ju,

Lee

et al. 2024

Chem. Sci.

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Photoredox-Catalyzed Divergent Radical Cascade Annulations of 1,6-Enynes via Pyridine N-Oxide-Promoted Vinyl Radical Generation

Cited by 3 publications

References 61 publications

Recent Advances in Synthetic Methods by Photocatalytic Single-Electron Transfer Chemistry of Pyridine N-Oxides

Recent Advances in Synthetic Methods by Photocatalytic Single-Electron Transfer Chemistry of Pyridine N-Oxides

Photocatalytic Thio/Selenosulfonylation–Bicyclization of Indole-Tethered 1,6-Enynes Leading to Substituted Benzo[c]pyrrolo[1,2,3-lm]carbazoles

Photocatalytic 1,3-oxyheteroarylation of aryl cyclopropanes with azine N-oxides

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