Application of β-Oxodithioesters in Domino and Multicomponent Reactions: Facile Route to Dihydropyrimidines and Coumarins
A facile route to hitherto unknown 5-methylmercaptothiocarbonyl-4-aryl-3,4-dihydropyrimidin-2(1H)-ones and substituted 2H-chromene-2-thiones has been developed. SnCl2-catalyzed cyclocondensation of β-oxodithioesters with a variety of readily accessible aldehydes and urea affords the dihydropyrimidin...
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Veröffentlicht in: | Journal of organic chemistry 2009-04, Vol.74 (8), p.3141-3144 |
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Hauptverfasser: | , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | A facile route to hitherto unknown 5-methylmercaptothiocarbonyl-4-aryl-3,4-dihydropyrimidin-2(1H)-ones and substituted 2H-chromene-2-thiones has been developed. SnCl2-catalyzed cyclocondensation of β-oxodithioesters with a variety of readily accessible aldehydes and urea affords the dihydropyrimidinones. The methodology involves the three-component Biginelli reaction. On the other hand, substituted salicylaldehyde and β-oxodithioesters reacted under the same condition to afford the substituted 2H-chromene-2-thiones in high yields. |
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ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/jo802585b |