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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...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2018
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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 |
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. |
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