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Issue 70, 2018
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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

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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.

Graphical abstract: 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

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Publication details

The article was received on 26 Oct 2018, accepted on 07 Nov 2018 and first published on 05 Dec 2018


Article type: Paper
DOI: 10.1039/C8RA08897G
Citation: RSC Adv., 2018,8, 40000-40015
  • Open access: Creative Commons BY-NC license
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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. Touj, A. S. Al-Ayed, M. Sauthier, L. Mansour, A. H. Harrath, J. Al-Tamimi, I. Özdemir, S. Yaşar and N. Hamdi, RSC Adv., 2018, 8, 40000
    DOI: 10.1039/C8RA08897G

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