Synlett 2024; 35(20): 2471-2476
DOI: 10.1055/a-2427-7689
letter
Special Issue to Celebrate the 75th Birthday of Prof. B. C. Ranu

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

Subhodeep Das
,
Amit Banerjee
,
Pritha Das
,
Ranjan Jana
This work was supported by the Department of Science and Technology (DST), Ministry of Science and Technology, India, the Science and Engineering Research Board (SERB), Core Research Grant No. CRG/2021/006717. S.D. thanks CSIR, India for the fellowship.


On the occasion of 75th birthday of Prof. B. C. Ranu

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.

Supporting Information



Publication History

Received: 30 August 2024

Accepted after revision: 30 September 2024

Accepted Manuscript online:
30 September 2024

Article published online:
22 October 2024

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