Chemistry of N-fluoropyridinium salts.
This tutorial review deals with developments in the chemistry of N-fluoropyridinium salts in the past decade, including both synthetic and mechanistic aspects. Three distinct types of transformations including: i) fluorination reactions, ii) carbenoid behavior and iii) cine-/tele- substitution involving N-fluoropyridinium cation are exemplified. Procedures for fluorination of carbanions and benzenoid aromatics along with hetarylation processes yielding 2- and 4-substituted pyridines are referenced. Several new discoveries in the area, including three-component condensation reactions of in situ generated N-fluoropyridinium fluoride are described.
Kiselyov
Alexander S
AS
Small Molecule Drug Discovery, Chemical Diversity, 11558 Sorrento Valley Rd., San Diego, CA 92121, USA.
D005461:Fluorine / Q000737:chemistry*; D006838:Hydrocarbons / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives / Q000737:chemistry; D011726:Pyridinium Compounds / Q000737:chemistry*; D012492:Salts / Q000737:chemistry
D006838:Hydrocarbons; D011726:Pyridinium Compounds; D012492:Salts; C030011:carbene; D005461:Fluorine; D008697:Methane