title: Copper-Mediated Trifluoroacetylation of Arenediazonium Salts with Ethyl Trifluoropyruvate.
abstract: A copper-mediated trifluoroacetylation of various arenediazonium salts with ethyl trifluoropyruvate is reported. The reaction proceeded smoothly under mild conditions at room temperature giving trifluoromethyl aryl ketones in moderate to good yields. A variety of functional groups, including methoxy, hydroxy, ester, ketone, trifluoromethyl, and halide groups, were well tolerated. A possible reaction mechanism involving an aryl radical intermediate was proposed and supported by experimental evidence. This reaction provides a new route to trifluoromethyl aryl ketones, notable synthetic targets, from the corresponding anilines.
authors.affiliation: State Key Laboratory of Photocatalysis on Energy and Environment College of Chemistry, Fuzhou University, Fuzhou, 350108, P. R. China.
authors.forename: Wei
authors.initials: W
authors.lastname: Wu
authors.affiliation: State Key Laboratory of Photocatalysis on Energy and Environment College of Chemistry, Fuzhou University, Fuzhou, 350108, P. R. China.
authors.forename: Qinli
authors.initials: Q
authors.lastname: Tian
authors.affiliation: State Key Laboratory of Photocatalysis on Energy and Environment College of Chemistry, Fuzhou University, Fuzhou, 350108, P. R. China.
authors.forename: Taotao
authors.initials: T
authors.lastname: Chen
authors.affiliation: State Key Laboratory of Photocatalysis on Energy and Environment College of Chemistry, Fuzhou University, Fuzhou, 350108, P. R. China. zweng@fzu.edu.cn.
authors.forename: Zhiqiang
authors.initials: Z
authors.lastname: Weng
keywords: Sandmeyer reaction; copper; decarboxylation; diazonium salts; trifluoroacetylation