Synthetic approach to 2-alkyl-4-quinolones and 2-alkyl-4-quinolone-3-carboxamides based on common β-keto amide precursors

β-Keto amides were used as convenient precursors to both 2-alkyl-4-quinolones and 2-alkyl-4-quinolone-3-carboxamides. The utility of this approach is demonstrated with the synthesis of fourteen novel and four known quinolone derivatives, including natural products of microbial origin such as HHQ and...

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Veröffentlicht in:Beilstein journal of organic chemistry 2023, Vol.19 (1), p.1804-1810
Hauptverfasser: Mollova-Sapundzhieva, Yordanka, Angelov, Plamen, Georgiev, Danail, Yanev, Pavel
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Sprache:eng
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Zusammenfassung:β-Keto amides were used as convenient precursors to both 2-alkyl-4-quinolones and 2-alkyl-4-quinolone-3-carboxamides. The utility of this approach is demonstrated with the synthesis of fourteen novel and four known quinolone derivatives, including natural products of microbial origin such as HHQ and its C 5 -congener. Two compounds with high activity against S. aureus have been identified among the newly obtained quinolones, with MICs ≤ 3.12 and ≤ 6.25 µg/mL, respectively.
ISSN:1860-5397
2195-951X
1860-5397
DOI:10.3762/bjoc.19.132