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

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

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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