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Redox-Neutral Selenium-Catalysed Isomerisation of para-Hydroxamic Acids into para-Aminophenols.
Chuang, Hsiang-Yu; Schupp, Manuel; Meyrelles, Ricardo; Maryasin, Boris; Maulide, Nuno.
Afiliación
  • Chuang HY; University of Vienna, Institute of Organic Chemistry, Währinger Strasse 38, 1090, Vienna, Austria.
  • Schupp M; University of Vienna, Institute of Organic Chemistry, Währinger Strasse 38, 1090, Vienna, Austria.
  • Meyrelles R; CeMM-Research Center for Molecular Medicine of the Austrian Academy of Sciences, Lazarettgasse 14, AKH BT 25.3, 1090, Vienna, Austria.
  • Maryasin B; University of Vienna, Institute of Organic Chemistry, Währinger Strasse 38, 1090, Vienna, Austria.
  • Maulide N; University of Vienna, Institute of Theoretical Chemistry, Währinger Straße 17, 1090, Vienna, Austria.
Angew Chem Int Ed Engl ; 60(25): 13778-13782, 2021 06 14.
Article en En | MEDLINE | ID: mdl-33760338
ABSTRACT
A selenium-catalysed para-hydroxylation of N-aryl-hydroxamic acids is reported. Mechanistically, the reaction comprises an N-O bond cleavage and consecutive selenium-induced [2,3]-rearrangement to deliver para-hydroxyaniline derivatives. The mechanism is studied through both 18 O-crossover experiments as well as quantum chemical calculations. This redox-neutral transformation provides an unconventional synthetic approach to para-aminophenols.
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Texto completo: 1 Banco de datos: MEDLINE Idioma: En Revista: Angew Chem Int Ed Engl Año: 2021 Tipo del documento: Article País de afiliación: Austria
Texto completo
Imprimir
XML
PubMed Links
Buscar en Google

Texto completo: 1 Banco de datos: MEDLINE Idioma: En Revista: Angew Chem Int Ed Engl Año: 2021 Tipo del documento: Article País de afiliación: Austria