Copper‐Catalyzed Ring‐Opening Cross‐Coupling of Cyclopropanols with Phosphorothioates

A copper-catalyzed ring-opening cross-coupling of cyclopropanols with phosphorothioates has been developed. This method efficiently affords diverse γ-carbonyl thiophosphates in medium to high yields under mild conditions. Herein, further studies demonstrate that these thiophosphates can be transformed into thiacyclobutanes with moderate efficiency. Initial mechanistic investigations suggest that the reaction proceeds via a radical pathway or homoenolate intermediate, rather than a Michael addition mechanism.

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Publication Details

Journal
ChemSusChem
Published
2025-11-03
DOI
https://doi.org/10.1002/cssc.202501862
Citations
2
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
1.87

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article

Copper‐Catalyzed Ring‐Opening Cross‐Coupling of Cyclopropanols with Phosphorothioates

Ying Luo, Qiuling Song, Cong Dong, Jian Xu et al.
2 citations
ChemSusChem
Sulfur-Based Synthesis Techniques
1.87
article

Copper‐Catalyzed Ring‐Opening Cross‐Coupling of Cyclopropanols with Phosphorothioates

Ying Luo, Qiuling Song, Cong Dong, Jian Xu, Yingying Yang
article en
2 citations

Abstract

A copper-catalyzed ring-opening cross-coupling of cyclopropanols with phosphorothioates has been developed. This method efficiently affords diverse γ-carbonyl thiophosphates in medium to high yields under mild conditions. Herein, further studies demonstrate that these thiophosphates can be transformed into thiacyclobutanes with moderate efficiency. Initial mechanistic investigations suggest that the reaction proceeds via a radical pathway or homoenolate intermediate, rather than a Michael addition mechanism.

ChemSusChemVol. 18(24)
Huaqiao University (CN), Chinese Academy of Sciences (CN), Xinyu University (CN), Shanghai Institute of Organic Chemistry (CN), Henan Normal University (CN), Fuzhou University (CN), Fujian University of Technology (CN), Nanjing University (CN)
Henan Normal University, National Natural Science Foundation of China, Natural Science Foundation of Fujian Province, Huaqiao University, Nanjing University, State Key Laboratory of Coordination Chemistry
Openalex Percentile: Top 13%
Sulfur-Based Synthesis Techniques
1.87
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Copper‐Catalyzed Ring‐Opening Cross‐Coupling of Cyclopropanols with Phosphorothioates — Ying Luo, Qiuling Song, et al. · ChemSusChem (2025) | TGRS Research Map | TGRS