Visible-Light Organophotoredox-Catalyzed Phosphonoalkylation of Alkenes via Deaminative Three-Component Radical–Radical Coupling

Abstract Here, we have reported a visible-light-mediated organic photoredox-catalyzed difunctionalization of vinyl arenes via radical–radical coupling. A stabilized benzylic radical at the α-position is generated via the regioselective addition of phosphonyl radical at the β-position of the styrene. Subsequently, benzyl or allyl radical, generated via the deaminative pathway from the Katritzky salt, combines with the α-radical of the styrene to furnish the functionalised C–P and C–C bonds in a single reaction.

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Publication Details

Journal
Synlett
Published
2024-09-30
DOI
https://doi.org/10.1055/a-2427-7689
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
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article

Visible-Light Organophotoredox-Catalyzed Phosphonoalkylation of Alkenes via Deaminative Three-Component Radical–Radical Coupling

Amit Kumar Banerjee, Ranjan Jana, Subhodeep Das, Pritha Das
Synlett
Radical Photochemical Reactions
article

Visible-Light Organophotoredox-Catalyzed Phosphonoalkylation of Alkenes via Deaminative Three-Component Radical–Radical Coupling

Amit Kumar Banerjee, Ranjan Jana, Subhodeep Das, Pritha Das
article en

Abstract

Abstract Here, we have reported a visible-light-mediated organic photoredox-catalyzed difunctionalization of vinyl arenes via radical–radical coupling. A stabilized benzylic radical at the α-position is generated via the regioselective addition of phosphonyl radical at the β-position of the styrene. Subsequently, benzyl or allyl radical, generated via the deaminative pathway from the Katritzky salt, combines with the α-radical of the styrene to furnish the functionalised C–P and C–C bonds in a single reaction.

SynlettVol. 35(20)
Indian Institute of Chemical Biology (IN)
Openalex Percentile: Top 88%
Radical Photochemical Reactions
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