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An Efficient Microwave-Assisted Synthesis of Novel 2-{4-[(3-Aryl-1,8-naphthyridin-2-yl)amino]phenyl}-1H-benzo[de]isoquinoline-1,3(2H)-diones and Their Antimicrobial Activity

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Abstract

The Buchwald–Hartwig amination reaction between 2-chloro-3-aryl-1,8-naphthyridines and 2-(4-aminophenyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione in the presence of the catalytic system Pd(PPh3)4 and the base KO-t-Bu in toluene was studied. The reaction was initiated by microwave irradiation. Highly efficient synthesis has been developed for 2-{4-[(3-aryl-1,8-naphthyridin-2-yl)amino]phenyl}-1H-benzo[de]isoquinoline-1,3(2H)-diones. Structures of the synthesized compounds were evaluated by IR, 1H and 13C NMR spectroscopy. All products were tested for antimicrobial activity against Escheria coli, Bacillus subtilis, Klebsiella pneumoniae, and Staphylococcus aureus.

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Acknowledgments

The authors are thankful to the Directors, CFRDOU, IICT, Hyderabad for providing IR, 1H, and 13C NMR, and mass spectral and analytical data. One of the author (B. Sakram) expresses thanks to the University Grant Commission, New-Delhi, India, for the financial support.

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Authors and Affiliations

  1. Department of Chemistry, Osmania University, Hyderabad, 500007, India

    B. Sakram, D. Ravi, K. Ashok, S. Rambabu, B. Sonyanaik & A. Kurumanna

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  1. B. Sakram
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  2. D. Ravi
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  3. K. Ashok
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  4. S. Rambabu
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Correspondence to B. Sakram.

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Sakram, B., Ravi, D., Ashok, K. et al. An Efficient Microwave-Assisted Synthesis of Novel 2-{4-[(3-Aryl-1,8-naphthyridin-2-yl)amino]phenyl}-1H-benzo[de]isoquinoline-1,3(2H)-diones and Their Antimicrobial Activity. Russ J Gen Chem 88, 780–788 (2018). https://doi.org/10.1134/S1070363218040242

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