A stable crystalline solid that is easy to handle, non-hygroscopic, soluble in most common ethereal and chlorinated solvents. A neutral N–F-containing electrophilic fluorinating agent that readily transfers F+ to neutral and carbanionic nucleophiles ranging from very reactive organometallic species to slightly activated aromatic compounds.1 Reagent employed in a palladium-catalyzed enantioselective fluorination of β-keto esters 2, and α-cyano acetates 3, t-butoxycarbonyl lactones and lactams 4. Also used in the preparation of aryl (difluoromethylenephosphonates), 20-deoxy-20-fluorocamptothecin, N-fluoro sulfonamides, 2-amino-5-fluorothiazole hydrochloride and benzylic α,α-difluoronitriles, -tetrazoles, and -sulfonates.5
1. Tetrahedron Lett. 1994, 35, 3465.
2. Org. Lett. 2003, 5, 3225.
3. Tetrahedron Lett. 2005, 46, 3115.
4. J. Org. Chem. 2007, 72, 246.
5. Synlett 2007,18, 2924.