Palladium-Catalyzed Allylation of 2-Hydroxy-1,4-naphthoquinone: Application to the Preparation of Lapachol
Abstract The Pd(PPh 3 ) 4 -catalyzed reaction of 2-hydroxy-1,4-naphthoquinone (lawsone) with allyl alcohols and allyl esters offers an easy access to 3-allyl-2-hydroxy-1,4-naphthoquinones, compounds with interesting biological activity. The reaction finds application in the preparation of lapachol....
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| Veröffentlicht in: | Synlett 2007-02, Vol.2007 (3), p.0427-0430 |
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| Hauptverfasser: | , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
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| Zusammenfassung: | Abstract
The Pd(PPh
3
)
4
-catalyzed reaction of 2-hydroxy-1,4-naphthoquinone (lawsone) with allyl alcohols and allyl esters offers an easy access to 3-allyl-2-hydroxy-1,4-naphthoquinones, compounds with interesting biological activity. The reaction finds application in the preparation of lapachol. Other 2-hydroxy-1,4-benzoquinones give allylation products in low yields. |
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| ISSN: | 0936-5214 1437-2096 |
| DOI: | 10.1055/s-2007-967947 |