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Synthesis of spiropyrazolinyl/isoxazolinyl thienofuranones under green approach and their antimicrobial activity

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Abstract

A new class of spiroheterocycles—pyrazolinyl thienofuranones and isoxazolinyl thienofuranones were prepared from heteroarylmethylene thienofuranones exploiting 1,3-dipolar cycloaddition of nitrile imines and nitrile oxides generated from araldehyde phenylhydrazones and araldoximes under green conditions using iodosobenzene and cetyltrimethylammonium bromide as surfactant. All the compounds are tested for their antimicrobial activity. Pyridine substituted pyrazolinyl and isoxazolinyl thienofuranones displayed prominent antibacterial activity against Bacillus subtilis and antifungal activity against Aspergillus niger greater than the standard drug chloramphenicol and ketoconazole.

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Acknowledgements

One of the authors, G. Lakshmi Teja, is grateful to the University Grants Commission (UGC), New Delhi, for sanction of the UGC-BSR fellowship (NO.F.25-1/2014-15(BSR)/7-187/2007(BSR).

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Authors and Affiliations

  1. Department of Chemistry, Sri Venkateswara University, Tirupati, Andhra Pradesh, India

    Lakshmi Teja Gaddam, Yamini Gudi, Padmaja Adivireddy & Padmavathi Venkatapuram

Authors
  1. Lakshmi Teja Gaddam
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  2. Yamini Gudi
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  3. Padmaja Adivireddy
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  4. Padmavathi Venkatapuram
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Corresponding author

Correspondence to Padmavathi Venkatapuram.

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Gaddam, L.T., Gudi, Y., Adivireddy, P. et al. Synthesis of spiropyrazolinyl/isoxazolinyl thienofuranones under green approach and their antimicrobial activity. Monatsh Chem 149, 2337–2347 (2018). https://doi.org/10.1007/s00706-018-2300-1

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  • DOI: https://doi.org/10.1007/s00706-018-2300-1

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