Visible-Light-Mediated Photocatalytic Cyclopropanation of Olefins with Brominated Agents: Enabling Late-Stage Modification of Complex Molecules

Herein, we report a novel photocatalytic strategy for the intermolecular cyclopropanation of olefins with brominating agents. This protocol not only overcomes steric hindrance but also enables the incorporation of fluorine atoms into the three-membered cyclopropane ring, concomitantly constructing two quaternary carbon centers. Notably, the developed strategy exhibits a broad substrate scope and an excellent functional group tolerance. Furthermore, its synthetic utility is exemplified by the successful late-stage cyclopropanation of structurally complex molecules and drug derivatives, highlighting its potential for practical applications in organic synthesis and medicinal chemistry.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-12-08
DOI
https://doi.org/10.1021/acs.joc.5c02585
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
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article

Visible-Light-Mediated Photocatalytic Cyclopropanation of Olefins with Brominated Agents: Enabling Late-Stage Modification of Complex Molecules

Tao Lin, Kai You Wang, Li Xiang, Di Wu et al.
The Journal of Organic Chemistry
Cyclopropane Reaction Mechanisms
article

Visible-Light-Mediated Photocatalytic Cyclopropanation of Olefins with Brominated Agents: Enabling Late-Stage Modification of Complex Molecules

Tao Lin, Kai You Wang, Li Xiang, Di Wu, Yu Gan, Jun Jiang, Yunmin Yang, Cheng Chen
article en

Abstract

Herein, we report a novel photocatalytic strategy for the intermolecular cyclopropanation of olefins with brominating agents. This protocol not only overcomes steric hindrance but also enables the incorporation of fluorine atoms into the three-membered cyclopropane ring, concomitantly constructing two quaternary carbon centers. Notably, the developed strategy exhibits a broad substrate scope and an excellent functional group tolerance. Furthermore, its synthetic utility is exemplified by the successful late-stage cyclopropanation of structurally complex molecules and drug derivatives, highlighting its potential for practical applications in organic synthesis and medicinal chemistry.

The Journal of Organic ChemistryVol. 90(50)
Hubei University of Chinese Medicine (CN), Hubei University (CN)
Openalex Percentile: Top 71%
Cyclopropane Reaction Mechanisms
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Visible-Light-Mediated Photocatalytic Cyclopropanation of Olefins with Brominated Agents: Enabling Late-Stage Modification of Complex Molecules — Tao Lin, Kai You Wang, et al. · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS