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

The electrocatalytic ring-opening dihydroalkoxylation of -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...

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Veröffentlicht in:Organic & biomolecular chemistry 2023-04, Vol.21 (15), p.3177-3182
Hauptverfasser: Zhang, Zhang, Wang, Ying-Chun, Tang, Hai-Tao, Pan, Ying-Ming, Meng, Xiu-Jin
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Sprache:eng
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Zusammenfassung:The electrocatalytic ring-opening dihydroalkoxylation of -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.
ISSN:1477-0520
1477-0539
DOI:10.1039/d3ob00178d