4.4 Article

Metal-free electrochemical oxidative trifluoromethylation/C(sp2)-H functionalization of quinolinones

Journal

TETRAHEDRON LETTERS
Volume 61, Issue 35, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2020.152226

Keywords

Cyclic voltammetry; Electrochemical; Quinolinones; Trifluoromethylation

Funding

  1. Research Project of the Natural Science Foundation of Heilongjiang Province of China [B2018012]

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Electrochemical direct trifluoromethylation of quinolinones was described under metal-free catalysis and oxidant-free conditions. A series of 2-aryl-3-trifluoromethylquinoline-4(1H)-ones were obtained in medium to good yield by using the method. By using butylated hydroxytoluene (BHT) as free radical blocker, adduct of BHT-CF3 was originally captured, which confirmed that the reaction was a free radical mechanism. Based on the results of capturing radical and cyclic voltammetry (CV), a reaction mechanism was proposed. (C) 2020 Elsevier Ltd. All rights reserved.

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