Paper
Expeditious microwave-assisted synthesis and bio-evaluation of novel bis (trifluoromethyl) phenyl-triazole-pyridine hybrid analogues by the click chemistry approach
Published Aug 28, 2017 · A. Jha, T. Atchuta Ramarao
Research on Chemical Intermediates
5
Citations
0
Influential Citations
Abstract
A series of novel 1,2,3-triazole-2,4-bis(trifluoromethyl) phenyl pyridine hybrids 7a–n were efficiently synthesized by the click chemistry approach. The precursor 6-(3,5-bis(trifluoromethyl)phenyl)pyridin-3-ol 3 was obtained by palladium catalyzed cross coupling between 6-bromo-3-pyridinol (2) and (3,5-bis (trifluoromethyl) phenyl) boronic acid (1) in a microwave under nitrogen conditions, which was further alkylated with propargyl bromide 4 in DMF in the presence of K_2CO_3 and a catalytic amount of TBAI to get 5. All products obtained in each step were well characterized by various spectral studies and found consistent with expected structure. The triazole derivatives 7a–n were evaluated against human bacterial pathogens, namely, Escherichia coli, Salmonella typhimurium and Staphylococcus aureus and fungal strains Aspergillus niger, Fusarium solani and Penicillium notatum for in vitro activity. Among them, 7e and 7m emerged as potential compounds comparable with the standard drug Ciprofloxacin against tested bacteria, and it is worthwhile to notice that compound 7k emerged more potent than the standard Griseofulvin against fungi.
Novel 1,2,3-triazole-2,4-bis(trifluoromethyl) phenyl pyridine hybrids synthesized by click chemistry show potential as effective antibiotics against human bacterial and fungal pathogens.
Full text analysis coming soon...