A mild and selective fluorinating reagent widely used for nucleophilic substitution, the ring-opening fluorination reaction of epoxide, electrophilic addition, desilylation reaction and so on. Applied in displacement of activated halides to give the corresponding fluorides,1,2 preparation of vicinal difluorides from epoxides,2 synthesis of 3-fluoroazetidine,4 electrochemical fluorodeiodination of alkyl iodides,5 transfluoro-bromination of alkenes in the presence of NBS,6 synthesis of 4-fluorophenols from 4-tert-butylphenols,7 synthesis of perfluorinated primary alcohol adducts with triethylamine as a source of RFO groups in organic syntheses,8 amd synthesis of 9-(2,3-dideoxy-2-fluoro-β-d-threo-pentofuranosyl)adenine (FddA) via a fluorination of 3'-O-benzoyl-5'-O-tritylriboside.9 Also employed as an excellent, selective reagent for cleavage of O-silyl groups in carbohydrates, nucleotides, cyanohydrins.10
References
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2. Tetrahedron 2001, 57, 739.
3. J. Fluoine Chem. 2005, 126, 962.
4. J. Org. Chem. 2006, 71, 7100.
5. Synlett 2000, 999.
6. Org. Synth. 1998, 76, 159.
7. Coll. Czech. Chem. Comm. 2002, 67, 1467.
8. J. Fluoine Chem. 2002, 118, 123.
9. Tetrahedron Lett. 2001, 42, 2321.
10. J. Am. Chem. Soc. 1994, 116, 4697.