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
Hauptverfasser: Kumar, Atul, Sharma, Siddharth, Tripathi, Vishwa Deepak, Srivastava, Suman
Format: Artikel
Sprache:eng
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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. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2010.09.089