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

IF 2.2 4区化学 Q2 CHEMISTRY, ORGANIC

Beilstein Journal of Organic Chemistry Pub Date : 2024-07-11 DOI:10.3762/bjoc.20.139

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

引用次数: 0

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 p-toluenesulfonic acid (PTSA) or pyridinium p-toluenesulfonate (PPTS). Pyridine was also reduced to piperidine in the presence of PTSA.

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Beilstein J. Org. Chem. 2024, 20, 1560–1571. doi:10.3762/bjoc.20.139

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利用质子交换膜反应器在温和条件下对氰基烯烃、硝基烯烃、喹啉和吡啶进行电催化加氢反应

摘要利用质子交换膜（PEM）反应器开发了氰基烯烃、硝基烯烃、喹啉和吡啶的电催化加氢反应。然后在室温下，在磷酸乙酯的存在下将氰基烯烃还原成相应的苄胺。硝基烯烃的还原反应在室温下进行，并得到了多种苯胺。加入一定量的对甲苯磺酸（PTSA）或对甲苯磺酸吡啶鎓（PPTS）催化剂，可有效促进喹啉的还原。在 PTSA 的存在下，吡啶也被还原成哌啶。Chem.2024, 20, 1560–1571. doi:10.3762/bjoc.20.139

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来源期刊

Beilstein Journal of Organic Chemistry 化学-有机化学

CiteScore

4.90

自引率

3.70%

发文量

167

审稿时长

1.4 months

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