Abbreviated as TFAA. A reagent to introduce a trifluoromethyl group into an organic compounds. A trifluoroacetylating agent for protection of alcohols and amines, often used in trifluoacylation reactions like o-acylation, n-acylation or c-trifluoro-acylation.1 Applied as a catalyst in a smooth and efficient oxidation of isonitriles to isocyanates by sulfoxides,2 and for activating N,N'-di-Boc-substituted thiourea to thioacylate nucleophiles, such as amines, alcohols, thiols, sodium benzenethiolate, and sodium malonates.3 Also used in synthesis of [1,2,4]Triazolo[1,5- a]pyridines,4 oxidation of alkyl aryl ketones to α-hydroxyalkyl aryl ketones in good yield 5 and catalyzing a highly enantioselective rearrangement of β-amino alcohols.6
1. Tetrahedron 1987, 43, 5583.
2. Org. Lett. 2011, 13, 2584.
3. Synthesis 2010, 991.
4. J. Org. Chem. 2005, 70, 3761.
5. Synthesis, 2008, 3205.
6. J. Org. Chem., 2007, 72, 6556.