A highly efficient,
TFAA-BF3·OEt2 mediated
multicomponent coupling of amino acid, TFAA, and aromatics provides
a broad library of 2-trifluoromethyl equipped 2,5-disubstituted/2,4,5-trisubstituted
oxazoles or N-(trifluoroacetyl)-β-aminoalkyl
ketones. This amino acid tetra-functionalization approach involves
amidation (C–N), anhydride (C–O), Friedel–Crafts
acylation (C–C), and Robinson–Gabriel annulation (C–O)
followed by dehydrative aromatization. This reaction takes place under
operationally simple, mild, and metal-free conditions using readily
available amino acids and aromatic compounds.