1,3-Difunctionalization of Alkenes by Cobaloxime Photocatalysis

Represented herein is the first 1,3-difunctionalization of alkenes via photocatalysis. A single cobaloxime is used to carry out two catalytic cycles in which cobaloxime is used not only as a photocatalyst to initiate the reaction but also as a metal catalyst for the β-H elimination process. Electron-deficient alkenes, electron-rich alkenes, and unactivated alkenes could be directly converted to 1,3-bisphosphorylated products, even unsymmetric 1,3-bisphosphorylated products, with only H<sub>2</sub> as a byproduct under extremely mild reaction conditions.

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Publication Details

Journal
Organic Letters
Published
2024-08-05
DOI
https://doi.org/10.1021/acs.orglett.4c02027
Citations
9
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
1.87

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article

1,3-Difunctionalization of Alkenes by Cobaloxime Photocatalysis

Chen‐Ho Tung, Jixin Yu, Yuanyuan Cheng, Li‐Zhu Wu et al.
9 citations
Organic Letters
Fluorine in Organic Chemistry
1.87
article

1,3-Difunctionalization of Alkenes by Cobaloxime Photocatalysis

Chen‐Ho Tung, Jixin Yu, Yuanyuan Cheng, Li‐Zhu Wu, Bin Chen, Xin-Yi Zeng
article en
9 citations

Abstract

Represented herein is the first 1,3-difunctionalization of alkenes via photocatalysis. A single cobaloxime is used to carry out two catalytic cycles in which cobaloxime is used not only as a photocatalyst to initiate the reaction but also as a metal catalyst for the β-H elimination process. Electron-deficient alkenes, electron-rich alkenes, and unactivated alkenes could be directly converted to 1,3-bisphosphorylated products, even unsymmetric 1,3-bisphosphorylated products, with only H<sub>2</sub> as a byproduct under extremely mild reaction conditions.

Organic LettersVol. 26(32)
Chinese Academy of Sciences (CN), Technical Institute of Physics and Chemistry (CN), University of Chinese Academy of Sciences (CN)
National Natural Science Foundation of China, Chinese Academy of Sciences, National Key Research and Development Program of China
Zero hunger
Openalex Percentile: Top 16%
Fluorine in Organic Chemistry
1.87
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1,3-Difunctionalization of Alkenes by Cobaloxime Photocatalysis — Chen‐Ho Tung, Jixin Yu, et al. · Organic Letters (2024) | TGRS Research Map | TGRS