Abstract
Metal-free electrophilic fluoro-cyclizations of the respective unsaturated N-hydroxy- and N-acetoxy-amides under action of the 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2 2 2]octane bis(tetrafluoroborate) (F-TEDA-BF4; trade name Selectfluor™) and F-TEDA-FAP (FAP = [(C2F5)3PF3]−) were carried out in organic solvents and ionic liquid 1-ethyl-3-methylimidazolium triflate. The fluoro-cyclization of trans-N-acetoxy-4-phenylbut-3-enamide (1), trans-N-hydroxy-4-phenylbut-3-enamide (2), N-hydroxy-4-phenylpent-4-enamide (3) and N-acetoxy-4-phenylpent-4-enamide (4) results in the formation of cyclic imidates. The influence of the nature of fluorinating reagent and solvent on the stereoselectivity of fluoro-cyclization is discussed.
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.
