TY - JOUR A1 - Senboku, Hisanori A1 - Hayama, Mizuki A1 - Matsuno, Hidetoshi T1 - Electrochemical Friedel–Crafts-type amidomethylation of arenes by a novel electrochemical oxidation system using a quasi-divided cell and trialkylammonium tetrafluoroborate JF - Beilstein Journal of Organic Chemistry PY - 2022/// VL - 18 SP - 1040 EP - 1046 SN - 1860-5397 DO - 10.3762/bjoc.18.105 PB - Beilstein-Institut JA - Beilstein J. Org. Chem. UR - https://doi.org/10.3762/bjoc.18.105 KW - electrochemical oxidation KW - Friedel–Crafts type amidomethylation KW - N-acyliminium ion KW - quasi-divided cell KW - trialkylammonium salt N2 - 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 1,3,5-trimethoxybenzene 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. ER -