Electrochemical Difunctionalization of Alkenes towards the Synthesis of β-Bromoethers under Metal-Free Conditions

Zhengjiang Fu; Feiwu Chen; Guangguo Hao; Xuezheng Yi; Junhua Zeng; Hu Cai

doi:10.1055/a-2025-1822

Synthesis, Table of Contents

Synthesis 2023; 55(18): 3040-3046
DOI: 10.1055/a-2025-1822

paper

Special Issue Electrochemical Organic Synthesis

Electrochemical Difunctionalization of Alkenes towards the Synthesis of β-Bromoethers under Metal-Free Conditions

Zhengjiang Fu∗

,

Feiwu Chen

,

Guangguo Hao

,

Xuezheng Yi

,

Junhua Zeng

,

Hu Cai∗

Abstract

All articles of this category

Abstract

A metal-free electrochemical method for vicinal difunctionalization of various alkenes with dibromomethane in alcohol as solvent has been well established to synthesize the corresponding β-bromo-α-alkyloxyalkanes with good functional group tolerance under ambient conditions. Preliminary mechanistic studies indicate the oxidation of bromine source occurs prior to that of alkene substrate with the involvement of bromine radical during electrolysis.

Key words

difunctionalization - alkene - β-bromoethers - electrochemical transformation - metal-free conditions

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References

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