Electrocatalytic hydrogenation of cyanoarenes, nitroarenes, quinolines, and pyridines under mild conditions with a proton-exchange membrane reactor

An electrocatalytic hydrogenation of cyanoarenes, nitroarenes, quinolines, and pyridines using a proton-exchange membrane (PEM) reactor was developed. Cyanoarenes were then reduced to the corresponding benzylamines at room temperature in the presence of ethyl phosphate. The reduction of nitroarenes...

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Veröffentlicht in:Beilstein journal of organic chemistry 2024-07, Vol.20 (1), p.1560-1571
Hauptverfasser: Mitsudo, Koichi, Osaki, Atsushi, Inoue, Haruka, Sato, Eisuke, Shida, Naoki, Atobe, Mahito, Suga, Seiji
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Sprache:eng
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Zusammenfassung:An electrocatalytic hydrogenation of cyanoarenes, nitroarenes, quinolines, and pyridines using a proton-exchange membrane (PEM) reactor was developed. Cyanoarenes were then reduced to the corresponding benzylamines at room temperature in the presence of ethyl phosphate. The reduction of nitroarenes proceeded at room temperature, and a variety of anilines were obtained. The quinoline reduction was efficiently promoted by adding a catalytic amount of -toluenesulfonic acid (PTSA) or pyridinium -toluenesulfonate (PPTS). Pyridine was also reduced to piperidine in the presence of PTSA.
ISSN:1860-5397
1860-5397
DOI:10.3762/bjoc.20.139