Issue 15, 2023

Electrocatalytic ring-opening dihydroalkoxylation of N-aryl maleimides with alcohols under metal- and oxidant-free conditions

Abstract

The electrocatalytic ring-opening dihydroalkoxylation of N-aryl maleimides with alcohols under metal- and oxidant-free conditions is described. This electrochemical process consists of anodic single-electron transfer oxidation, cathodic radical reduction, rearrangement-ring cleavage and nucleophilic addition cascade, which employs tetrabutylammonium bromide not only as a redox catalyst but also as an efficient supporting electrolyte, and offers a practical and environmentally friendly route to ring-opening difunctionalization products.

Graphical abstract: Electrocatalytic ring-opening dihydroalkoxylation of N-aryl maleimides with alcohols under metal- and oxidant-free conditions

Supplementary files

Article information

Article type
Paper
Submitted
06 Feb 2023
Accepted
15 Mar 2023
First published
20 Mar 2023

Org. Biomol. Chem., 2023,21, 3177-3182

Electrocatalytic ring-opening dihydroalkoxylation of N-aryl maleimides with alcohols under metal- and oxidant-free conditions

Z. Zhang, Y. Wang, H. Tang, Y. Pan and X. Meng, Org. Biomol. Chem., 2023, 21, 3177 DOI: 10.1039/D3OB00178D

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