TY - JOUR A1 - Diness, Frederik A1 - Bjerrum, Niels J. A1 - Begtrup, Mikael T1 - Synthesis and stability of strongly acidic benzamide derivatives JF - Beilstein Journal of Organic Chemistry PY - 2018/// VL - 14 SP - 523 EP - 530 SN - 1860-5397 DO - 10.3762/bjoc.14.38 PB - Beilstein-Institut JA - Beilstein J. Org. Chem. UR - https://doi.org/10.3762/bjoc.14.38 KW - benzoic acid KW - cross-coupling KW - hydrolysis KW - SNAr KW - trifluoromethanesulfonamide N2 - Reactivity studies of strong organic acids based on the replacement of one or both of the oxygens in benzoic acids with the trifluoromethanesulfonamide group are reported. Novel derivatives of these types of acids were synthesized in good yields. The generated N-triflylbenzamides were further functionalized through cross-coupling and nucleophilic aromatic substitution reactions. All compounds were stable in dilute aqueous solutions. Studies of stability under acidic and basic conditions are also reported. ER -