Benzoyl radicals from (hetero)aromatic aldehydes. Decatungstate photocatalyzed synthesis of substituted aromatic ketones (Articolo in rivista)

Type
Label
  • Benzoyl radicals from (hetero)aromatic aldehydes. Decatungstate photocatalyzed synthesis of substituted aromatic ketones (Articolo in rivista) (literal)
Anno
  • 2010-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1039/c0ob00066c (literal)
Alternative label
  • Davide Ravelli; Michele Zema; Mariella Mella; Maurizio Fagnoni; Angelo Albini (2010)
    Benzoyl radicals from (hetero)aromatic aldehydes. Decatungstate photocatalyzed synthesis of substituted aromatic ketones
    in Organic & biomolecular chemistry
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Davide Ravelli; Michele Zema; Mariella Mella; Maurizio Fagnoni; Angelo Albini (literal)
Pagina inizio
  • 4158 (literal)
Pagina fine
  • 4164 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 8 (literal)
Rivista
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Department of Organic Chemistry, University of Pavia, Viale Taramelli 10, 27100 Pavia, Italy. E-mail: fagnoni@unipv.it Department of Earth Sciences, University of Pavia, Via Ferrata 1, 27100 Pavia, Italy (literal)
Titolo
  • Benzoyl radicals from (hetero)aromatic aldehydes. Decatungstate photocatalyzed synthesis of substituted aromatic ketones (literal)
Abstract
  • Benzoyl radicals are generated directly from (hetero)aromatic aldehydes upon tetrabutylammonium decatungstate ((n-Bu4N)4W10O32), TBADT) photocatalysis under mild conditions. In the presence of a,b-unsaturated esters, ketones and nitriles radical conjugate addition ensues and gives the corresponding b-functionalized aryl alkyl ketones in moderate to good yields (stereoselectively in the case of 3-methylene-2-norbornanone). Due to the mild reaction conditions the presence of various functional groups on the aromatic ring is tolerated (e.g. methyl, methoxy, chloro). The method can be applied to hetero-aromatic aldehydes whether electron-rich (e.g. thiophene-2-carbaldehyde) or electron-poor (e.g. pyridine-3-carbaldehyde). (literal)
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