%0 Journal Article
%9 ACL : Articles dans des revues avec comité de lecture répertoriées par l'AERES
%A Paoli-Lombardo, R.
%A Primas, N.
%A Bourgeade-Delmas, Sandra
%A Sournia-Saquet, A.
%A Castera-Ducros, C.
%A Jacque, I.
%A Verhaeghe, P.
%A Rathelot, P.
%A Vanelle, P.
%T 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
%D 2024
%L fdi:010091877
%G ENG
%J Synthesis
%@ 0039-7881
%K nitroaromatic compounds ; imidazo[1,2-a ]pyridines ; kinetoplastids ; nucleophilic aromatic substitution ; palladium-catalyzed cross-coupling ; reactions ; microwave irradiation
%M ISI:001318785900001
%N 08
%P 1297-1308
%R 10.1055/a-2232-8113
%U https://www.documentation.ird.fr/hor/fdi:010091877
%> https://www.documentation.ird.fr/intranet/publi/2024-11/010091877.pdf
%V 56
%W Horizon (IRD)
%X 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.
%$ 020