Abstract
Reaction of pentafluoropyridine with 2 or 8-hydroxyl-quinoline under basic conditions in acetonitrile gives 4-oxy quinoline 2,3,5,6-tetrafluoropyridine derivatives in good yields. All the compounds were characterized using 1H, 13C, 19F-NMR and MS spectroscopy.Electronic supplementary materialThe online version of this article (doi:10.1186/s40064-016-3410-z) contains supplementary material, which is available to authorized users.
Highlights
The unique properties of fluorine atom make organofluorine compounds find many different applications, ranging from pharmaceuticals and agrochemicals to advanced materials and polymers
Reaction of pentafluoropyridine 1 with 2-hydroxyl quinoline 2 under basic conditions (NaHCO3) in acetonitrile at reflux temperature gave a single product of 2-(perfluoropyridin4-yloxy)quinoline 2a (Fig. 1)
In 2-hydroxyl quinoline 2, the hydroxyl group deprotonate by base and attacks at the most active para position of pentafluoropyridine to give 2a
Summary
The unique properties of fluorine atom make organofluorine compounds find many different applications, ranging from pharmaceuticals and agrochemicals to advanced materials and polymers. The most important reaction of pentafluoropyridines involves the replacement of the para-fluorine atom by nucleophilic reagents for the synthesis of new organofluorine compounds, such as heterocyclic and macrocyclic perfluoro systems (Cartwright et al 2010; Chambers et al 2005; Ranjbar-Karimi et al 2015). We have recently reported the reaction of pentafluoropyridine with hydroxyl-quinoline. Reaction of pentafluoropyridine 1 with 2-hydroxyl quinoline 2 under basic conditions (NaHCO3) in acetonitrile at reflux temperature gave a single product of 2-(perfluoropyridin4-yloxy)quinoline 2a (Fig. 1).
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
