Dehydrogenative Aromatization of Pyrrolidines through Photoredox/Cobaloxime Catalysis

Abstract Direct dehydrogenative aromatization of pyrrolidines represents an atom-economical strategy for pyrrole synthesis. Herein, we report a synergistic photoredox/cobaloxime catalytic strategy that exploits hydrogen atom transfer (HAT)-mediated radical generation to enable efficient dehydrogenative aromatization of pyrrolidines. Unlike conventional sequential single-electron transfer (SET) oxidation, the HAT-mediated process suppresses competing oxidative pathways, thereby substantially expanding the substrate scope. As a result, a broad range of pyrrolidines undergo efficient dehydrogenative aromatization with excellent chemoselectivity. Furthermore, the successful implementation of a recyclable mpg-CN photocatalyst demonstrates the practicality of this protocol.

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Publication Details

Journal
Organic Letters
Published
2026-09-28
DOI
https://doi.org/10.1021/acs.orglett.6c03898
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
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article

Dehydrogenative Aromatization of Pyrrolidines through Photoredox/Cobaloxime Catalysis

Honghui Lei, Yufeng Wu, Zhiyou Yu, Xiangxiang Wang et al.
Organic Letters
Radical Photochemical Reactions
article

Dehydrogenative Aromatization of Pyrrolidines through Photoredox/Cobaloxime Catalysis

Honghui Lei, Yufeng Wu, Zhiyou Yu, Xiangxiang Wang, Jiaran Ning
article en

Abstract

Abstract Direct dehydrogenative aromatization of pyrrolidines represents an atom-economical strategy for pyrrole synthesis. Herein, we report a synergistic photoredox/cobaloxime catalytic strategy that exploits hydrogen atom transfer (HAT)-mediated radical generation to enable efficient dehydrogenative aromatization of pyrrolidines. Unlike conventional sequential single-electron transfer (SET) oxidation, the HAT-mediated process suppresses competing oxidative pathways, thereby substantially expanding the substrate scope. As a result, a broad range of pyrrolidines undergo efficient dehydrogenative aromatization with excellent chemoselectivity. Furthermore, the successful implementation of a recyclable mpg-CN photocatalyst demonstrates the practicality of this protocol.

Organic Letters
Central China Normal University (CN)
Openalex Percentile: Top 22%
Radical Photochemical Reactions
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