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ID 67490
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Mitsudo, Koichi Division of Applied Chemistry, Graduate School of Environmental, Life, Natural Science and Technology, Okayama University ORCID Kaken ID publons researchmap
Osaki, Atsushi Division of Applied Chemistry, Graduate School of Environmental, Life, Natural Science and Technology, Okayama University
Inoue, Haruka Division of Applied Chemistry, Graduate School of Environmental, Life, Natural Science and Technology, Okayama University
Sato, Eisuke Division of Applied Chemistry, Graduate School of Environmental, Life, Natural Science and Technology, Okayama University
Shida, Naoki Graduate School of Engineering Science and Advanced Chemical Energy Research Center, Yokohama National University
Atobe, Mahito Graduate School of Engineering Science and Advanced Chemical Energy Research Center, Yokohama National University
Suga, Seiji Division of Applied Chemistry, Graduate School of Environmental, Life, Natural Science and Technology, Okayama University
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.
Keywords
cyanoarene
nitroarene
PEM reactor
pyridine
quinoline
Published Date
2024-07-11
Publication Title
Beilstein Journal of Organic Chemistry
Volume
volume20
Publisher
Beilstein-Institut
Start Page
1560
End Page
1571
ISSN
1860-5397
Content Type
Journal Article
language
English
OAI-PMH Set
岡山大学
Copyright Holders
© 2024 Mitsudo et al.
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publisher
PubMed ID
DOI
Web of Science KeyUT
Related Url
isVersionOf https://doi.org/10.3762/bjoc.20.139
License
https://creativecommons.org/licenses/by/4.0
Citation
Mitsudo, K.; Osaki, A.; Inoue, H.; Sato, E.; Shida, N.; Atobe, M.; Suga, S. Beilstein J. Org. Chem. 2024, 20, 1560–1571. doi:10.3762/bjoc.20.139
Funder Name
Japan Science and Technology Agency
Japan Society for the Promotion of Science
助成番号
JP65R1204400
JP22H02122
JP23K17917
JP22K05115
JP21H05214