Copper-Mediated Radical Cyclopropanation of Activated Alkenes under Continuous-Flow Conditions

Polysubstituted cyclopropanes are valuable in complex molecule synthesis but challenging to access due to low atom economy and harsh conditions. Herein, we report a copper-mediated, peroxide-initiated cyclopropanation of activated alkenes with active methylene compounds via a radical pathway. This diazo-free, prefunctionalization-free method, integrated with continuous flow, enhances safety, scalability, and efficiency. Operable under mild conditions with broad substrate scope, it offers a practical and atom-economical route to diverse polysubstituted cyclopropanes.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-11-26
DOI
https://doi.org/10.1021/acs.joc.5c02327
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
Field-Weighted Citation Impact
0.00
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article

Copper-Mediated Radical Cyclopropanation of Activated Alkenes under Continuous-Flow Conditions

Zheng Fang, Quanxiao Dong, Changhai Yue, Jianping Fu et al.
The Journal of Organic Chemistry
Cyclopropane Reaction Mechanisms
article

Copper-Mediated Radical Cyclopropanation of Activated Alkenes under Continuous-Flow Conditions

Zheng Fang, Quanxiao Dong, Changhai Yue, Jianping Fu, Rui Luo, Peng Qiu, Feng Chen, Yuguang Li, Yiping Huang, Hong Qin
article en

Abstract

Polysubstituted cyclopropanes are valuable in complex molecule synthesis but challenging to access due to low atom economy and harsh conditions. Herein, we report a copper-mediated, peroxide-initiated cyclopropanation of activated alkenes with active methylene compounds via a radical pathway. This diazo-free, prefunctionalization-free method, integrated with continuous flow, enhances safety, scalability, and efficiency. Operable under mild conditions with broad substrate scope, it offers a practical and atom-economical route to diverse polysubstituted cyclopropanes.

The Journal of Organic ChemistryVol. 90(49)
Nanjing Tech University (CN), Qingdao Installation & Construction (China) (CN), Pharmaceutical Biotechnology (Czechia) (CZ), Materials Technology (United Kingdom) (GB)
Openalex Percentile: Top 72%
Cyclopropane Reaction Mechanisms
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