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

Touj N., Al-Ayed A. S. , Sauthier M., Mansour L., Harrath A. H. , Al-Tamimi J., ...Daha Fazla

RSC ADVANCES, cilt.8, ss.40000-40015, 2018 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 8 Konu: 70
  • Basım Tarihi: 2018
  • Doi Numarası: 10.1039/c8ra08897g
  • Dergi Adı: RSC ADVANCES
  • Sayfa Sayıları: ss.40000-40015


N,N-Substituted benzimidazole salts were successfully synthesized and characterized by H-1-NMR, C-13 {H-1} 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 degrees 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 g mL(-1) against MDA-MB-231 and 4.85 g mL(-1) against MCF7 respectively.