Palladium–Catalyzed Sonogashira Synthesis of Mono And Bisalkynylated Derivatives of Quinoline-5,8-Dione And Their Antimicrobial Activity

ABSTRACT

The synthesis of five mono- and five bis-alkynylated derivatives of quinoline-5,8-diones is reported. The intermediate 6,7-dibromoquinoline-5,8-dione was obtained by nitrosation of 8- hydroxyquinoline, followed by reduction and subsequent bromination and oxidation. The coupling reaction of 6,7-dibromoquinoline-5,8-dione via palladium-catalyzed Sonogashira cross-coupling gave the alkynylated products. The chemical structures of the products were confirmed using spectroscopic methods which include UV-visible spectrophotometry, Fourier Transform-Infrared (FT-IR) spectroscopy, 1 H and 13C-NMR spectroscopy. The antimicrobial properties of the synthesized products were determined on Escherichia Coli 1, Escherichia Coli 12, Klebsiella Pneumonia, Pseudomonas aeruoginosa and Staphylococcus aureus using the agar-diffusion method. Results showed significant improvement in antibacterial activities compared with ampicillin and gentamycin.

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APA

ANAYOCHUKWU, E (2021). Palladium–Catalyzed Sonogashira Synthesis of Mono And Bisalkynylated Derivatives of Quinoline-5,8-Dione And Their Antimicrobial Activity. Afribary. Retrieved from https://afribary.com/works/palladium-catalyzed-sonogashira-synthesis-of-mono-and-bisalkynylated-derivatives-of-quinoline-5-8-dione-and-their-antimicrobial-activity

MLA 8th

ANAYOCHUKWU, EZUGWU "Palladium–Catalyzed Sonogashira Synthesis of Mono And Bisalkynylated Derivatives of Quinoline-5,8-Dione And Their Antimicrobial Activity" Afribary. Afribary, 19 Apr. 2021, https://afribary.com/works/palladium-catalyzed-sonogashira-synthesis-of-mono-and-bisalkynylated-derivatives-of-quinoline-5-8-dione-and-their-antimicrobial-activity. Accessed 18 Apr. 2024.

MLA7

ANAYOCHUKWU, EZUGWU . "Palladium–Catalyzed Sonogashira Synthesis of Mono And Bisalkynylated Derivatives of Quinoline-5,8-Dione And Their Antimicrobial Activity". Afribary, Afribary, 19 Apr. 2021. Web. 18 Apr. 2024. < https://afribary.com/works/palladium-catalyzed-sonogashira-synthesis-of-mono-and-bisalkynylated-derivatives-of-quinoline-5-8-dione-and-their-antimicrobial-activity >.

Chicago

ANAYOCHUKWU, EZUGWU . "Palladium–Catalyzed Sonogashira Synthesis of Mono And Bisalkynylated Derivatives of Quinoline-5,8-Dione And Their Antimicrobial Activity" Afribary (2021). Accessed April 18, 2024. https://afribary.com/works/palladium-catalyzed-sonogashira-synthesis-of-mono-and-bisalkynylated-derivatives-of-quinoline-5-8-dione-and-their-antimicrobial-activity