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An Efficient Oxidative Difunctionalisation of 2-Amino-2H-chromene and Antimicrobial Activity of the Synthesized Tetrahydrochromene Derivatives

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Abstract

A novel series of 3-amino-2,2-dialcoxy-7,7-dimethyl-5-oxo-4-phenyl-3,4,5,6,7,8-hexahydro-2H-chromene-3-carbonitriles are synthesized by oxidative difunctionalization (geminal dialkoxylation and migration of the amino group) of 2-amino-4-aryl-7,7-dimethyyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitriles in the presence of iodobenzenediacetate in water medium with excellent yields. All the newly synthesized compounds are characterized by IR, 1H and 13C NMR and Mass spectral data. The representative synthesized analogues are screened in vitro for antibacterial and antifungal activity using Gentamycin sulphate and Nystatin as standard drugs.

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Acknowledgements

The authors are thankful to the Head, Department of Chemistry for providing laboratory facilities. The authors are also thankful to the Director, Central Facilities for Research and Development (CFRD), Osmania University for providing IR and NMR spectral analysis and thankful University College of Sciences, Saifabad, Osmania University.

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Authors and Affiliations

  1. Department of Chemistry, University College of Sciences, Saifabad, Osmania University, Hyderabad, Telangana, India

    M. Nagamani, P. Jalapathi, B. Shankar & M. Neelamma

  2. Department of Biotechnology, Chaitanya Post Graduate College, Warangal, Telangana, India

    T. M. Krishna

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  1. M. Nagamani
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  2. P. Jalapathi
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  3. B. Shankar
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  4. M. Neelamma
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Correspondence to P. Jalapathi.

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Nagamani, M., Jalapathi, P., Shankar, B. et al. An Efficient Oxidative Difunctionalisation of 2-Amino-2H-chromene and Antimicrobial Activity of the Synthesized Tetrahydrochromene Derivatives. Russ J Gen Chem 89, 998–1002 (2019). https://doi.org/10.1134/S1070363219050207

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