Cyclization of Carbonyl Electrophiles via Dual HAT/Photoredox‐Catalyzed Reductive Radical‐Polar Crossover

Photocatalytic reductive radical‐polar crossover is a versatile platform for achieving carbon–carbon bond formations under mild conditions and is complementary to traditional radical reactivity. Herein, we report a study on the reactivity of esters and ketones under this platform to produce cyclic ketone and alcohol products, respectively. The process is amenable to a variety of functionalized systems, and mechanistic experiments suggest intermediacy of both a benzylic radical and anion arising from photocatalytic reduction.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2026-01-21
DOI
https://doi.org/10.1002/ejoc.202500937
Primary Topic
Radical Photochemical Reactions
Type
article
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article

Cyclization of Carbonyl Electrophiles via Dual HAT/Photoredox‐Catalyzed Reductive Radical‐Polar Crossover

Daniel Zell, Lauren E. Sirois, Guy Pillon, Carlyle Mackenzie
European Journal of Organic Chemistry
Radical Photochemical Reactions
article

Cyclization of Carbonyl Electrophiles via Dual HAT/Photoredox‐Catalyzed Reductive Radical‐Polar Crossover

Daniel Zell, Lauren E. Sirois, Guy Pillon, Carlyle Mackenzie
article en

Abstract

Photocatalytic reductive radical‐polar crossover is a versatile platform for achieving carbon–carbon bond formations under mild conditions and is complementary to traditional radical reactivity. Herein, we report a study on the reactivity of esters and ketones under this platform to produce cyclic ketone and alcohol products, respectively. The process is amenable to a variety of functionalized systems, and mechanistic experiments suggest intermediacy of both a benzylic radical and anion arising from photocatalytic reduction.

European Journal of Organic ChemistryVol. 29(7)
Synthetic Biologics (United States) (US)
Openalex Percentile: Top 82%
Radical Photochemical Reactions
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