MOESM1 of Synthesis and biological evaluation of the new 1,3-dimethylxanthine derivatives with thiazolidine-4-one scaffold

Additional file 1. NMR and HRMS spectra for thiazolidine-4-one derivatives (6a–k)

Synthesis of [1,3,4]Thiadiazolo[3′,2′:1,2]imidazo[4,5‑<i>c</i>]quinolines including Pictet–Spengler Reaction and Exploration of Their C‑2 Reactivity through S_NAr

This work reports the design of [1,3,4]­thiadiazolo­[3′,2′:1,2]­imidazo­[4,5-<i>c</i>]­quinolines using a Pictet–Spengler reaction. The scope of the reaction was achieved from 6-(2-aminophenyl)­imidazo­[2,1-<i>b</i>]­[1,3,4]­thiadiazole derivatives and available aldehydes. A wide range of aldehydes were employed to examine the scope of the cyclization. In parallel, a mechanism investigation was realized and showed a hydride transfer which led to a dismutation of the intermediate species. To complete this methodological study, a “sequential” oxidation/S_NAr procedure was performed to achieve C-2 nucleophilic substitution using several amine types