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

Abstract
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 C5-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.

Beilstein J. Org. Chem. 2023, 19, 1804–1810. doi:10.3762/bjoc.19.132

Source: Beilstein Journal of Organic Chemistry - November 23, 2023 Category: Chemistry Authors: Beilstein Journal of Organic Chemistry - Syndicated Feeds Tags: antibacterial β -keto amides enaminones 4-quinolones quorum sensing Full Research Paper Source Type: research