Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2022;71(8):1687-1700.
doi: 10.1007/s11172-022-3579-y. Epub 2022 Sep 23.

Facile synthesis of 6-organyl-4-(trifluoromethyl)pyridin-2(1 H)-ones and their polyfluoroalkyl-containing analogs

S O Kushch  1 , M V Goryaeva  1 , Ya V Burgart  1 , G A Triandafilova  2 , K O Malysheva  2 , O P Krasnykh  2 , N A Gerasimova  3 , N P Evstigneeva  3 , V I Saloutin  1
Affiliations

Facile synthesis of 6-organyl-4-(trifluoromethyl)pyridin-2(1 H)-ones and their polyfluoroalkyl-containing analogs

S O Kushch et al. Russ Chem Bull. 2022.

Abstract

The three-component cyclization of 3-polyfluoroalkyl-3-oxopropanoates and methyl ketones with ammonium acetate affords 6-organyl-4-(polyfluoroalkyl)pyridin-2(1H)-ones (organyl is alkyl, aryl, or hetaryl). The synthesized pyridones were evaluated for antifungal, antibacterial, and analgesic activity.

Keywords: 3-polyfluoroalkyl-3-oxopropanoates; 4-(trifluoromethyl)pyridin-2-ones; ammonium acetate; ethyl trifluoroacetoacetate; methyl ketones; three-component reaction.

PubMed Disclaimer

References

    1. Biswas A, Maity S, Pan S, Samanta R. Chem. Asian J. 2020;15:2092. doi: 10.1002/asia.202000506. - DOI - PubMed
    1. Torres M, Gil S, Parra M. Curr. Org. Chem. 2005;9:1757. doi: 10.2174/138527205774610886. - DOI
    1. Hamama W S, Waly M, El-Hawary I, Zoorob H H. Synth. Commun. 2014;44:1730. doi: 10.1080/00397911.2013.862836. - DOI
    1. Wang P, Verma P, Xia G, Shi J, Qiao J X, Tao S, Cheng P T W, Poss M A, Farmer M E, Yeung K-S, Yu J-Q. Nature. 2017;551:489. doi: 10.1038/nature24632. - DOI - PMC - PubMed
    1. Chen Y-Q, Wang Z, Wu Y, Wisniewski S R, Qiao J X, Ewing W R, Eastgate M D, Yu J-Q. J. Am. Chem. Soc. 2018;140:17884. doi: 10.1021/jacs.8b07109. - DOI - PubMed

LinkOut - more resources