An efficient molecular iodine-catalysed one-pot strategy has been accomplished for the construction of various fused heterocycles under metal and oxidant free conditions.
A new series of different naphthalimide-benzothiazole/cinnamide derivatives were designed, synthesized and tested for their in vitro cytotoxicity on selected human cancer cell lines.
Two novel series comprising of forty two compounds have been synthesized by conjugating quinoline scaffold with chalcone as well as pyrazoline motifs. All the synthesized conjugates were tested for their antibacterial, antifungal and anti‐tubercular activities. Several of these novel compounds exhibited good to appreciable antibacterial activity against the tested bacterial strains. Compounds 4 j and 7 b were found to be the promising candidates exhibiting MIC 4 μg/mL against B. subtilisMTCC 121 and M. luteus MTCC 2470. Moreover, several conjugates significantly inhibited growth of certain fungal organisms. Furthermore, some of the conjugates displayed moderate anti‐tubercular activity against both H37RV as well as RifR strains. The binding modes and effect of the C4 quinoline substitution on the activity have been studied using computational techniques. Methyl group enhances the antimicrobial activity upon replacement by aromatic phenyl group and this is supported by the experimental data.
An unprecedented,e fficient I 2 -mediated approach for the synthesis of 6-phenylpyrido[2',1':2,3]imidazo[4,5c]quinoline heterocyclic skeletons has been achieved from the reaction of benzylamines and 2-(imidazo[1,2-a]pyridin-2yl)anilines. This one-pot protocol proceeds through an oxidation/transimination/cyclization/aromatization reaction sequence under metal-free conditions to result in the formation of NÀCa nd CÀCb onds. Av ariety of benzylamines,i n-cluding pyridin-2-ylmethanamine, were successfully employed under the optimized conditions as imine precursors in this irreversible transimination reactionw ith 2-(imidazo[1,2-a]pyridin-2-yl)anilines to give the corresponding imines.The subsequent cyclization step successfully generated the the corresponding 6-phenylpyrido[2',1':2,3]imidazo[4,5-c]quinolines.
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