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使用质子交换膜反应器在温和条件下对氰基芳烃、硝基芳烃、喹啉和吡啶进行电催化氢化。

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

作者信息

Mitsudo Koichi, Osaki Atsushi, Inoue Haruka, Sato Eisuke, Shida Naoki, Atobe Mahito, Suga Seiji

机构信息

Division of Applied Chemistry, Graduate School of Environmental, Life, Natural Science and Technology, Okayama University, 3-1-1 Tsushima-naka, Kita-ku, Okayama 700-8530, Japan.

Graduate School of Engineering Science and Advanced Chemical Energy Research Center, Yokohama National University, 79-5 Tokiwadai, Hodogaya-ku, Yokohama 240-8501, Japan.

出版信息

Beilstein J Org Chem. 2024 Jul 11;20:1560-1571. doi: 10.3762/bjoc.20.139. eCollection 2024.

Abstract

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.

摘要

开发了一种使用质子交换膜(PEM)反应器对氰基芳烃、硝基芳烃、喹啉和吡啶进行电催化氢化的方法。然后,在磷酸乙酯存在下,氰基芳烃在室温下被还原为相应的苄胺。硝基芳烃的还原在室温下进行,并得到了多种苯胺。通过添加催化量的对甲苯磺酸(PTSA)或对甲苯磺酸吡啶鎓(PPTS),喹啉的还原反应得到有效促进。在PTSA存在下,吡啶也被还原为哌啶。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e208/11250234/39d71a9a4300/Beilstein_J_Org_Chem-20-1560-g002.jpg

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