Synthesis of chalcones and flavanones using Julia–Kocienski olefination
A new application of Julia–Kocienski olefination for the synthesis of chalcones and flavanones has been described. 2-(Benzo[ d]thiazol-2-ylsulfonyl)-1-phenylethanones have been developed as new reagents for direct Julia–Kocienski olefination with aldehydes in the presence of a base, afforded chalcon...
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Veröffentlicht in: | Tetrahedron 2010-11, Vol.66 (48), p.9445-9449 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | A new application of Julia–Kocienski olefination for the synthesis of chalcones and flavanones has been described. 2-(Benzo[
d]thiazol-2-ylsulfonyl)-1-phenylethanones have been developed as new reagents for direct Julia–Kocienski olefination with aldehydes in the presence of a base, afforded chalcones in good to excellent yields. Whereas, 2-(benzo[
d]thiazol-2-ylsulfonyl)-1-(2-hydroxyphenyl)ethanone reacted with the aromatic aldehydes to furnish flavanones in good yields via one-pot intra-molecular cyclization.
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ISSN: | 0040-4020 1464-5416 |
DOI: | 10.1016/j.tet.2010.09.089 |