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Synthesis and antimicrobial assessment of novel coumarins featuring 1,2,4-oxadiazole

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Abstract

Oxadiazoles are heterocyclic compounds with a variety of application in many pharmaceuticals and agrochemical products. We report herein the convenient synthesis of 4-[(3-aryl-1,2,4-oxadiazol-5-yl)methoxy]-coumarins (4a–f), 6-[(3-aryl-1,2,4-oxadiazol-5-yl)methoxy]-4-methylcoumarins (7a–f) and 7-[(3-aryl-1,2,4-oxadiazol-5-yl)methoxy]-4-phenylcoumarins (10a–f) in high yields by one-pot condensation reaction of esters with amidoximes. The structures of the synthesized compounds were established on the basis of IR, NMR and mass spectrometry. The antibacterial and antifungal activities of synthesized compounds were evaluated.

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Acknowledgments

Authors thank Head—Department of Chemistry, and Director—CFRD, Osmania University, for providing facilities.

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Authors and Affiliations

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

    Challa Krishna, Ch. Prasad Rao & G. L. David Krupadanam

  2. Department of Pharmacy, Faculty of Technology, Osmania University, Hyderabad, 500007, India

    M. Vijaya Bhargavi

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  1. Challa Krishna
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  2. M. Vijaya Bhargavi
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  3. Ch. Prasad Rao
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  4. G. L. David Krupadanam
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Correspondence to G. L. David Krupadanam.

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Krishna, C., Bhargavi, M.V., Rao, C.P. et al. Synthesis and antimicrobial assessment of novel coumarins featuring 1,2,4-oxadiazole. Med Chem Res 24, 3743–3751 (2015). https://doi.org/10.1007/s00044-015-1399-4

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  • DOI: https://doi.org/10.1007/s00044-015-1399-4

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