Photo‐Induced 3‐Alkylation of Coumarins with Alkyl Halides

Abstract A method for the direct 3‐alkylation of coumarins utilizing alkyl halides as the alkylating agents has been achieved. This versatile reaction is compatible with a range of alkyl halides, including activated alkyl bromides, perfluoroalkyl iodides, and unactivated alkyl iodides. We propose a mechanism involving photoinduced electron transfer between alkyl halides and coumarins in the first singlet excited (S 1 ) state, which generates alkyl radicals essential for the 3‐alkylation process.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2025-01-27
DOI
https://doi.org/10.1002/adsc.202401579
Citations
2
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
1.87

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article

Photo‐Induced 3‐Alkylation of Coumarins with Alkyl Halides

Wanbin Zhang, Xiaojun Tang, Weiguo Cao, Liu‐Yan Qiu et al.
2 citations
Advanced Synthesis & Catalysis
Radical Photochemical Reactions
1.87
article

Photo‐Induced 3‐Alkylation of Coumarins with Alkyl Halides

Wanbin Zhang, Xiaojun Tang, Weiguo Cao, Liu‐Yan Qiu, Rui Wang, Zhikun Zhang, Yan Cheng
article en
2 citations

Abstract

Abstract A method for the direct 3‐alkylation of coumarins utilizing alkyl halides as the alkylating agents has been achieved. This versatile reaction is compatible with a range of alkyl halides, including activated alkyl bromides, perfluoroalkyl iodides, and unactivated alkyl iodides. We propose a mechanism involving photoinduced electron transfer between alkyl halides and coumarins in the first singlet excited (S 1 ) state, which generates alkyl radicals essential for the 3‐alkylation process.

Advanced Synthesis & CatalysisVol. 367(6)
Shanghai University (CN)
National Natural Science Foundation of China, Dalian University of Technology
Openalex Percentile: Top 18%
Radical Photochemical Reactions
1.87
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