Abstract
An efficient and direct protocol for the preparation of 1-amidoalkyl-2-naphthols 1a–f employing a multi-component, one-pot condensation reaction of 2-naphthol, heterocyclic aldehydes, and amides in the presence of anhydrous zinc chloride under solvent-free conditions is described. The thermal solvent-free offer advantages such as shorter reaction times, simple work-up and excellent yield. Ring closure of 1a–f gave the pyrazolyl- and indolyl oxazine derivatives 2a–f. On the other hand, the reaction of 2-naphthol, aldehydes, and ammonia solution gave the dipyrazolyl- and di-indolyl oxazine derivatives 3a,b. Some of the newly synthesized compounds showed promising antibacterial and anti-H5N1 activities.
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Acknowledgments
The authors are thankful to Dr. Alaa R.I. Morsy, Central Laboratory for Evaluation of Veterinary Biologics, Agricultural Research Center, Abassia, Cairo, Egypt and Dr. Madeha O.I. Ghobashy, Microbiology Department, Faculty of Science, Ain Shams University for biological investigations.
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Abou-Elmagd, W.S.I., Hashem, A.I. Synthesis of 1-amidoalkyl-2-naphthols and oxazine derivatives with study of their antibacterial and antiviral activities. Med Chem Res 22, 2005–2013 (2013). https://doi.org/10.1007/s00044-012-0205-9
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DOI: https://doi.org/10.1007/s00044-012-0205-9