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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

Abstract : N,N-Substituted benzimidazole salts were successfully synthesized and characterized by 1H-NMR, 13C {1H} 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 K2CO3 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 IC50 values of 4.45 μg mL−1 against MDA-MB-231 and 4.85 μg mL−1 against MCF7 respectively.
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https://hal.univ-lille.fr/hal-03173034
Contributeur : Lilloa Université de Lille <>
Soumis le : jeudi 18 mars 2021 - 11:04:30
Dernière modification le : vendredi 19 mars 2021 - 03:20:58

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Nedra Touj, Abdullah S. Al-Ayed, Mathieu Sauthier, Lamjed Mansour, Abdel Halim Harrath, et al.. 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. RSC Advances, Royal Society of Chemistry, 2018, 8 (70), pp.40000-40015. ⟨10.1039/C8RA08897G⟩. ⟨hal-03173034⟩

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