Beilstein J. Org. Chem.2018,14, 2529–2536, doi:10.3762/bjoc.14.229
acid residue required for the synthesis of key arylquinolines involved in an HIV integrase project.
Keywords: cyclodehydration; HIV integrase; isatoic anhydride; maskedacylcyanide; quinoline; Introduction
In stark contrast to the prevalence of the quinoline heterocycle in natural products [1
envisioned a milder alternative to the acidic conditions required for cyanide hydrolysis that would provide the side chain at the correct oxidation in one pot. To that end, we turned to maskedacylcyanide (MAC) chemistry [31] in which the reagent 20 acts as an acyl anion via umpolung reactivity [32]. With