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Synthesis 2023; 55(18): 3040-3046
DOI: 10.1055/a-2025-1822
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
Financial supported by National Natural Science Foundation of China (NSFC) (22161028, 21861026 and 22075123) and Jiangxi Provincial Natural Science Foundation (20224BAB203012) is gratefully acknowledged.
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 conditionsSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2025-1822.
- Supporting Information
Publication History
Received: 16 December 2022
Accepted after revision: 02 February 2023
Accepted Manuscript online:
02 February 2023
Article published online:
09 March 2023
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