A straightforward conversion of aurones to 2-benzoylbenzofurans: transformation of one class of natural products into another

The naturally occurring aurones (2-benzylidene-3(2 H)-benzofuran-3-ones) can be easily converted to another class of natural products 2-benzoylbenzo[ b]furans, via an effective reduction, acid-mediated rearrangement, and oxidation cascade. This easy conversion was conducted without purification of i...

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Veröffentlicht in:Tetrahedron 2011-10, Vol.67 (40), p.7703-7707
Hauptverfasser: Yahiaoui, Samir, Peuchmaur, Marine, Boumendjel, Ahcène
Format: Artikel
Sprache:eng
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Zusammenfassung:The naturally occurring aurones (2-benzylidene-3(2 H)-benzofuran-3-ones) can be easily converted to another class of natural products 2-benzoylbenzo[ b]furans, via an effective reduction, acid-mediated rearrangement, and oxidation cascade. This easy conversion was conducted without purification of intermediates. This straightforward conversion may be considered as a possible biosynthesis pathway of 2-benzoylbenzo[ b]furans in plants. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2011.08.011