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Efficient in situ N-heterocyclic carbene palladium(ii) generated from Pd(OAc)(2) catalysts for carbonylative Suzuki coupling reactions of arylboronic acids with 2-bromopyridine under inert conditions leading to unsymmetrical arylpyridine ketones: synthesis, characterization and cytotoxic activities

N,N-Substituted benzimidazole salts were successfully synthesized and characterized by (1)H-NMR, (13)C {(1)H} NMR and IR techniques, which support the proposed structures. Catalysts generated in situ were efficiently used for the carbonylative cross-coupling reaction of 2 bromopyridine with various...

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Detalles Bibliográficos
Autores principales: Touj, Nedra, Al-Ayed, Abdullah S., Sauthier, Mathieu, Mansour, Lamjed, Harrath, Abdel Halim, Al-Tamimi, Jamil, Özdemir, Ismail, Yaşar, Sedat, Hamdi, Naceur
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9091359/
https://www.ncbi.nlm.nih.gov/pubmed/35558245
http://dx.doi.org/10.1039/c8ra08897g
Descripción
Sumario:N,N-Substituted benzimidazole salts were successfully synthesized and characterized by (1)H-NMR, (13)C {(1)H} NMR and IR techniques, which support the proposed structures. Catalysts generated in situ were efficiently used for the carbonylative cross-coupling reaction of 2 bromopyridine with various boronic acids. The reaction was carried out in THF at 110 °C in the presence of K(2)CO(3) under inert conditions and yields unsymmetrical arylpyridine ketones. All N,N-substituted benzimidazole salts 2a–i and 4a–i studied in this work were screened for their cytotoxic activities against human cancer cell lines such us MDA-MB-231, MCF-7 and T47D. The N,N-substituted benzimidazoles 2e and 2f exhibited the most cytotoxic effect with promising cytotoxic activity with IC(50) values of 4.45 μg mL(−1) against MDA-MB-231 and 4.85 μg mL(−1) against MCF7 respectively.