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Beilstein J. Org. Chem. 2018, 14, 523–530, doi:10.3762/bjoc.14.38
Graphical Abstract
Figure 1: Acid strength (pKa) of various organic acids in acetonitrile or water (nr = not reported) [12-14].
Figure 2: Examples of functional molecules containing an N-triflylbenzamide.
Scheme 1: Synthesis of the strongly acidic benzamide derivatives.
Scheme 2: SNAr reactions of fluoro-substituted benzamide derivatives.
Scheme 3: Cross-coupling reactions of N-triflylbenzoic acid derivatives.
Scheme 4: Hydrolysis rates of the 4-bromobenzoic acid derivatives.
Figure 3: Content (percent) of super acids (0.5 mg/mL) over time (hours) in H3PO4/H2O/MeOH 17:3:20 at 50 °C.