Paoli-Lombardo R., Primas N., Bourgeade-Delmas Sandra, Sournia-Saquet A., Castera-Ducros C., Jacque I., Verhaeghe P., Rathelot P., Vanelle P. (2024). Synthesis of new 5-or 7-substituted 3-nitroimidazo[1,2-a ]pyridine derivatives using S N Ar and Palladium-catalyzed reactions to explore antiparasitic structure-activity relationships. Synthesis, 56 (08), 1297-1308. ISSN 0039-7881.
Titre du document
Synthesis of new 5-or 7-substituted 3-nitroimidazo[1,2-a ]pyridine derivatives using S N Ar and Palladium-catalyzed reactions to explore antiparasitic structure-activity relationships
Figure 1 Structures of metronidazole and antikinetoplastid nitroheterocyclic drug compounds. To study the antikinetoplastid structure-activity relationships in a 3-nitroimidazo[1,2- a ]pyridine series, we explored the substitution of positions 5 and 7 of the scaffold, developing nucleophilic aromatic substitution reactions and palladium-catalyzed Suzuki-Miyaura, Sonogashira, and Buchwald-Hartwig cross-coupling reactions that had never been reported at these positions in this series. In four steps from 2-amino(bromo)pyridines, 33 original compounds were obtained, allowing a better definition of the antiparasitic pharmacophore.
Plan de classement
Sciences fondamentales / Techniques d'analyse et de recherche [020]
