One of the most popular fluorinating agents in organic chemistry. It has been used as a precursor for fibre-reactive dyes and as a specific reagent for tyrosine residues in enzymes.1 Used for the mild and direct conversion of carboxylic acids to acyl fluorides, especially Boc and Fmoc-amino acid fluorides for amide bond formation in peptide synthesis.2,3 Also applied in the activation of alkenyl boronic acids for the 1,4 addition of a,b-unsaturated ketones4, the selective deoxygenation of sulfoxides5 and solid phase synthesis as a method for activating a carboxylic acid functionality on solid support for loading a nucleophile onto a resin6.
1. Fluorinated aromatic compounds. Kirk-Othmer Encyclopedia of Chemical Technology. 11. 1994, 608.
2. Bull. Korean Chem. Soc. 2000, 21, 943.
3. ARKIVOC 2005 (xiv), 87.
4. Bull. Chem. Soc. Jpn. 1998, 71, 2403.
5. Synthesis 1980,221.
6. Tetrahedron Lett. 1999, 40, 9359.