Amine-Promoted Three-Component Radical Selenofunctionalization for the Construction of β-Hydroxy Selenide Derivatives

An amine-promoted three-component radical selenofunctionalization reaction of alkenes with TBHP and diselenide is disclosed. The reaction conditions are mild and suitable for a wide range of substrates (29 examples), and all give the corresponding hydroxyselenenylation products in moderate to excellent yields. In addition, preliminary studies on the mechanism reveal that the current method might proceed via a radical pathway. TBHP serves as both radical initiator and the source of hydroxyl group.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-12-28
DOI
https://doi.org/10.1021/acs.joc.4c02149
Citations
7
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
1.75

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article

Amine-Promoted Three-Component Radical Selenofunctionalization for the Construction of β-Hydroxy Selenide Derivatives

Weibing Liu, Jiantao Zhang, Cui Chen, Peng Zhou et al.
7 citations
The Journal of Organic Chemistry
Sulfur-Based Synthesis Techniques
1.75
article

Amine-Promoted Three-Component Radical Selenofunctionalization for the Construction of β-Hydroxy Selenide Derivatives

Weibing Liu, Jiantao Zhang, Cui Chen, Peng Zhou, Renhua Su
article en
7 citations

Abstract

An amine-promoted three-component radical selenofunctionalization reaction of alkenes with TBHP and diselenide is disclosed. The reaction conditions are mild and suitable for a wide range of substrates (29 examples), and all give the corresponding hydroxyselenenylation products in moderate to excellent yields. In addition, preliminary studies on the mechanism reveal that the current method might proceed via a radical pathway. TBHP serves as both radical initiator and the source of hydroxyl group.

The Journal of Organic ChemistryVol. 90(1)
Guangdong University of Petrochemical Technology (CN), Green Chemistry (PL)
National Natural Science Foundation of China
Openalex Percentile: Top 16%
Sulfur-Based Synthesis Techniques
1.75
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