An unexpected ring carboxylation in the electrocarboxylation of aromatic ketones

Giuseppe Filardo, Maria Antonietta Sabatino, Maria Pia Paternostro, Onofrio Scialdone, Alessandro Galia, Onofrio Scialdone, Paternostro, Giuseppe Filardo, Alessandro Galia, Belfiore, Maria Antonietta Sabatino, Carmelo Belfiore

Risultato della ricerca: Articlepeer review

32 Citazioni (Scopus)

Abstract

The electrocarboxylation of various aromatic ketones, carried out in N-methyl-2-pyrrolidone (NMP) in a diaphragmless cell equipped with a carbon cathode and an aluminium sacrificial anode, yielded, among the products, the target hydroxy acids, the corresponding alcohols and pinacols and, quite surprisingly, detectable amounts of substituted benzoic acids and cycloexene carboxylic acids. These compounds arise from a never reported before electrocarboxylation on the aromatic ring, respectively, for substitution of an aromatic hydrogen and from an addition reaction. For example, the electrocarboxylation of acetophenone gave rise to the substituted benzoic acids in ortho, para and meta positions, while for 2,2-dimethylpropiophenone the substituted benzoic acid in meta position and the cyclohex-5en-1,3-dicarboxylic acid derivative were detected among the products.
Lingua originaleEnglish
pagine (da-a)3500-3505
Numero di pagine6
RivistaElectrochimica Acta
Volume51
Stato di pubblicazionePublished - 2006

All Science Journal Classification (ASJC) codes

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  • ???subjectarea.asjc.1600.1603???

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