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Electrochemical Friedel-Crafts-type amidomethylation of arenes by a novel electrochemical oxidation system using a quasi-divided cell and trialkylammonium tetrafluoroborate

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Title: Electrochemical Friedel-Crafts-type amidomethylation of arenes by a novel electrochemical oxidation system using a quasi-divided cell and trialkylammonium tetrafluoroborate
Authors: Senboku, Hisanori Browse this author →KAKEN DB
Hayama, Mizuki Browse this author
Matsuno, Hidetoshi Browse this author
Keywords: electrochemical oxidation
Friedel-Crafts type amidomethylation
N-acyliminium ion
quasi-divided cell
trialkylammonium salt
Issue Date: 18-Aug-2022
Publisher: Beilstein-Institut
Journal Title: Beilstein journal of organic chemistry
Volume: 18
Start Page: 1040
End Page: 1046
Publisher DOI: 10.3762/bjoc.18.105
Abstract: Electrochemical Friedel-Crafts-type amidomethylation was successfully carried out by a novel electrochemical oxidation system using a quasi-divided cell and trialkylammonium tetrafluoroborates, such as iPr2NHEtBF4. Constant current electrolysis of 1,3,5trimethoxybenzene or indoles in DMA containing 0.1 M iPr2NHEtBF4 using an undivided cell equipped with a Pt plate cathode and a Pt wire anode (a quasi-divided cell) resulted in selective formation of N-acyliminium ions of DMA at the anode, which reacted with arenes to give the corresponding amidomethylated products in good to high yields.
Type: article
URI: http://hdl.handle.net/2115/86816
Appears in Collections:工学院・工学研究院 (Graduate School of Engineering / Faculty of Engineering) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

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