Electrogenerated Nickel Catalyst for C–N Cross-Coupling

Arylamines represent a class of compounds widely found in natural products and pharmaceuticals. Among methodologies devoted to their synthesis, nickel-catalyzed amination of aryl halides constitutes one of the most employed conventional strategies. However, C–N cross-couplings often involve elaborat...

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Veröffentlicht in:Journal of organic chemistry 2023-01, Vol.88 (1), p.675-683
Hauptverfasser: Sengmany, Stéphane, Daili, Farah, Kribii, Ibtihal, Léonel, Eric
Format: Artikel
Sprache:eng
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Zusammenfassung:Arylamines represent a class of compounds widely found in natural products and pharmaceuticals. Among methodologies devoted to their synthesis, nickel-catalyzed amination of aryl halides constitutes one of the most employed conventional strategies. However, C–N cross-couplings often involve elaborated nickel complexes, which are expensive and/or air and moisture sensitive. To circumvent this issue, we herein report an electrochemical method based on a sacrificial anode process to in situ generate a catalytic amount of nickel salts allowing amination of aryl halides. The approach, simple to set up, proceeds under mild reaction conditions and enables access to a large panel of arylamines.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c01964