Convenient synthesis of 3-Hydroxyquinolines via dakin oxidation: A short synthesis of Jineol
[Display omitted] •Simple methodology for the synthesis of 3-hydroxy quinolines.•Unprecedented Dakin oxidation of quinoline-3-carboxaldehydes.•Substituted quinoline-3-carboxaldehydes are more suitable for Dakin oxidation.•Efficient total synthesis of quinoline alkaloid Jineol via Dakin oxidation. A...
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Veröffentlicht in: | Tetrahedron letters 2020-09, Vol.61 (36), p.152294, Article 152294 |
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Hauptverfasser: | , , , , , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | [Display omitted]
•Simple methodology for the synthesis of 3-hydroxy quinolines.•Unprecedented Dakin oxidation of quinoline-3-carboxaldehydes.•Substituted quinoline-3-carboxaldehydes are more suitable for Dakin oxidation.•Efficient total synthesis of quinoline alkaloid Jineol via Dakin oxidation.
A convenient synthesis of 3-hydroxyquinolines has been described via unprecedented Dakin oxidation of quinoline-3-carboxaldehydes. Subsequently, application of the methodology to a high yielding synthesis of quinoline alkaloid Jineol (1) is reported. |
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ISSN: | 0040-4039 1873-3581 |
DOI: | 10.1016/j.tetlet.2020.152294 |