Photoinduced Ligand-to-Copper Charge Transfer for Aryl Decarboxylative Allylation, Thiolation, and Bromination

Herein, aryl decarboxylative allylation, thiolation, and bromination reactions via photoinduced ligand-to-copper charge transfer are described. Utilizing inexpensive copper metal, the transformations of various aryl carboxylic acids enable the rapid synthesis of the corresponding alkene, thioether, and aryl bromide derivatives under visible light irradiation, which offers significant synthetic value. The reaction conditions are mild and straightforward, exhibiting a broad substrate compatibility. Furthermore, this method can be applied for the late-stage modification of complex drug molecules.

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Publication Details

Journal
Organic Letters
Published
2024-09-27
DOI
https://doi.org/10.1021/acs.orglett.4c03188
Citations
14
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
3.50

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article

Photoinduced Ligand-to-Copper Charge Transfer for Aryl Decarboxylative Allylation, Thiolation, and Bromination

Wujiong Xia, Lin Guo, Chao Yang, Ao-Men Hu et al.
14 citations
Organic Letters
Sulfur-Based Synthesis Techniques
3.50
article

Photoinduced Ligand-to-Copper Charge Transfer for Aryl Decarboxylative Allylation, Thiolation, and Bromination

Wujiong Xia, Lin Guo, Chao Yang, Ao-Men Hu, Jiawen Yin, Jia‐Lin Tu, Ke Wang
article en
14 citations

Abstract

Herein, aryl decarboxylative allylation, thiolation, and bromination reactions via photoinduced ligand-to-copper charge transfer are described. Utilizing inexpensive copper metal, the transformations of various aryl carboxylic acids enable the rapid synthesis of the corresponding alkene, thioether, and aryl bromide derivatives under visible light irradiation, which offers significant synthetic value. The reaction conditions are mild and straightforward, exhibiting a broad substrate compatibility. Furthermore, this method can be applied for the late-stage modification of complex drug molecules.

Organic LettersVol. 26(40)
Harbin Institute of Technology (CN), Henan Normal University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Guangdong Province, Science, Technology and Innovation Commission of Shenzhen Municipality, State Key Laboratory of Urban Water Resource and Environment, Basic and Applied Basic Research Foundation of Guangdong Province
Clean water and sanitation
Openalex Percentile: Top 7%
Sulfur-Based Synthesis Techniques
3.50
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Photoinduced Ligand-to-Copper Charge Transfer for Aryl Decarboxylative Allylation, Thiolation, and Bromination — Wujiong Xia, Lin Guo, et al. · Organic Letters (2024) | TGRS Research Map | TGRS