Photocatalytic Ring-Opening/1,3-Peroxyesterification of Arylcyclopropanes with Carboxylic Acids and <i>tert</i>-Butyl Hydroperoxide

Organic peroxides constitute a privileged family of O-O-containing compounds that serve as indispensable reagents or synthetic intermediates in industrial processes, pharmaceutical manufacturing, and polymer sciences. Herein, we disclose a photocatalytic ring-opening transformation of arylcyclopropanes with carboxylic acids and <i>tert</i>-butyl hydroperoxide, which enables the facile construction of structurally diverse 1,3-peroxyesterification products. This protocol proceeds under exceptionally mild, metal-free conditions with exquisite site-selectivity and broad functional-group tolerance. Besides, late-stage functionalization of bioactive molecules and downstream transformations are also performed.

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Publication Details

Journal
Organic Letters
Published
2025-10-02
DOI
https://doi.org/10.1021/acs.orglett.5c03747
Citations
1
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
Field-Weighted Citation Impact
0.94
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article

Photocatalytic Ring-Opening/1,3-Peroxyesterification of Arylcyclopropanes with Carboxylic Acids and tert-Butyl Hydroperoxide

Jun Pan, Leiyang Lv, Zhiping Li, Shujun Chen
1 citations
Organic Letters
Cyclopropane Reaction Mechanisms
0.94
article

Photocatalytic Ring-Opening/1,3-Peroxyesterification of Arylcyclopropanes with Carboxylic Acids and tert-Butyl Hydroperoxide

Jun Pan, Leiyang Lv, Zhiping Li, Shujun Chen
article en
1 citations

Abstract

Organic peroxides constitute a privileged family of O-O-containing compounds that serve as indispensable reagents or synthetic intermediates in industrial processes, pharmaceutical manufacturing, and polymer sciences. Herein, we disclose a photocatalytic ring-opening transformation of arylcyclopropanes with carboxylic acids and <i>tert</i>-butyl hydroperoxide, which enables the facile construction of structurally diverse 1,3-peroxyesterification products. This protocol proceeds under exceptionally mild, metal-free conditions with exquisite site-selectivity and broad functional-group tolerance. Besides, late-stage functionalization of bioactive molecules and downstream transformations are also performed.

Organic LettersVol. 27(40)
Renmin University of China (CN)
Openalex Percentile: Top 21%
Cyclopropane Reaction Mechanisms
0.94
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