Simple Strategy for Sulfonyl Ethynylogs of Coumarins

REFERENCES

• Bakulev, V. A., and Dehaen, W., 2004. The Chemistry of 1,2,3-Thiadiazoles. New York: John Wiley & Sons; 2004. pp. 193–228.
   Google Scholar
• Gleiter, R., and Schehlmann, V., 1990. Formation of noval strained cycloalkynes from fused 1,2,3-selenadiazoles, Angew. Chem. 102 (1990), pp. 1450–1456.
   Google Scholar
• Kandeel, M., El-meligie, S., Omar, R., and Roshdy, S.Youssef, K., , 1994. Synthesis of certain 1,2,3-selenadiazole,1,2,3-thiadiazole and 1,2-oxazoline derivatives of anticipated antibacterial activity, J. Pharm. Sci. 3 (1994), pp. 197–205.
   Google Scholar
• Lalezari, I., Shafiee, A., and Yazdany, S., 1974. Selenium heterocycles, X: Synthesis and antibacterial activity of pyridyl-1,2,3-thiadiazoles and pyridyl-1,2,3-selenadiazoles, J. Pharm. Sci. 63 (1974), pp. 628–629.
   PubMed Web of Science ®Google Scholar
• El-Bahaie, S., Assy, M. G., and Hassanien, M. M., 1990. Synthesis and antibacterial activity of 1,2,3-selenadiazoles, J. Indian Chem. Soc. 67 (1990), pp. 757–763.
   Web of Science ®Google Scholar
• Lalezari, I., Shafiee, A., Khorrami, J., and Soltani, A., 1978. Synthesis and antibacterial and antifungal activities of arylsulfonyl-1,2,3-selenadiazoles, J. Pharm. Sci. 67 (1978), pp. 1336–1338.
   PubMed Web of Science ®Google Scholar
• Jailian, A. R., Sattari, S., Bineshmarvasti, M., Daneshtalab, M., and Shafiee, A., 2003. Synthesis and in vitro antifungal and cytotoxicity evaluation of substituted 4,5-dihydronaphtho[1,2-d][1,2,3]thia (or selena)diazoles, Farmaco 58 (2003), pp. 63–68.
   PubMedGoogle Scholar
• Moawad, E. B., Yousif, M. Y., and Metwally, M. A., 1989. Synthesis of certain heteroaryl-fused pyrimidines and pyridines and selena and thiadiazoles with naphthyl substituent as potential antifungal agents, Pharmazie 44 (1989), pp. 820–822.
   PubMed Web of Science ®Google Scholar
• Reddy, D. B., Reddy, A. S., Sekhar, T. C., and Padmavathi, V., 1999. Study of the biological activity of 4-(3-pyridyl)-5-phenylsulfonyl-1,2,3-selenadiazole and derivatives, J. Ecotoxicol. Environ. Monitor. 3–4 (1999), pp. 225–229.
   Google Scholar
• Arsenyan, P., Rubina, K., Shestakova, I., and Domracheva, I., 2007. 4-Methyl-1,2,3-selenadiazole-5-carboxylic acid amids: Antitumor action and cytotoxic effect correlation, Eur. J. Med. Chem. 42 (2007), pp. 635–640.
   PubMed Web of Science ®Google Scholar
• Chen, T., Zheng, W., Wong, Y. S., and Yang, F., 2008. Mitochondria-mediated apoptosis in human breastcarcinoma MCF-7 cells induced by a novel selenadiazole derivative, Biomed. Pharmacother. 62 (2008), pp. 77–84.
   PubMed Web of Science ®Google Scholar
• Klayman, D. L., and Günther, W. H. H., 1973. Organic Selenium Compounds: Their Chemistry and Biology. New York: John Wiley & Sons; 1973. pp. 464–491.
   Google Scholar
• Lalezari, I., Schaffie, A., and Yalpani, M., 1970. A simple new synthesis of arylalkynes, Angew. Chem., Int. Ed. Engl. 9 (1970), p. 464.
   Web of Science ®Google Scholar
• Gleiter, A., Kratz, D., Schafer, W., and Schelmann, K., 1991. Synthesis and properties of medium-sized (C9–C12) carbocyclic diacetylenes, J. Am. Chem. Soc. 113 (1991), pp. 9258–9264.
   Web of Science ®Google Scholar
• Detert, H., Anthony-Maeyer, C., and Meier, H., 1992. Anti-bredt enol ethers by transannular cyclization of cycloalkynols, Angew. Chem. Int. Ed. Engl. 31 (1992), pp. 791–792.
   Web of Science ®Google Scholar
• Gellert, M., O'Dea, M. H., Itoh, T., and Tomizawa, J. I., 1976. Novobiocin and coumermycin inhibit DNA supercoiling catalyzed by DNA gyrase, Proc. Nat. Acad. Sci. USA 73 (1976), pp. 4474–4478.
   PubMed Web of Science ®Google Scholar
• Murray, R. D. H., Méndez, J., and Brown, S. A., 1982. The Natural Coumarins: Occurrence, Chemistry, and Biochemistry. New York: Wiley; 1982.
   Google Scholar
• Ali, J. A., Jackson, A. P., Howells, A. J., and Maxwell, A., 1993. The 43-kilodalton N-terminal fragment of the DNA gyrase B protein hydrolyzes ATP and binds coumarin drugs, Biochemistry 32 (1993), pp. 2717–2724.
   PubMed Web of Science ®Google Scholar
• Pereira, N. A., Pereira, B. M. R., Celia do Nascimento, M., Parente, J. P., and Mors, W. B., 1994. Pharmacological screening of plants recommended by folk medicine as snake venom antidotes, IV: Protection against jararaca venom by isolated constituents, Planta Med. 60 (1994), pp. 99–100.
   Web of Science ®Google Scholar
• Yamaguchi, T., Fukuda, T., Ishibashi, F., and Iwao, M., 2006. The first total synthesis of lamellarin α 20-sulfate, a selective inhibitor of HIV-1 integrase, Tetrahedron Lett. 47 (2006), pp. 3755–3757.
   Web of Science ®Google Scholar
• Guravaiah, N., and Rajeswar Rao, V., 2010. Synthesis of a new class of sulfone linked 3-([1,2,3]-thiadazol-4-yl)-chromen-2-one, Phosphorus, Sulfur Silicon Relat. Elem. 185 (2010), pp. 361–367.
   Web of Science ®Google Scholar
• Guravaiah, N.Rajeswar Rao, V., , 2009. Solvent-free synthesis of new heteryl β-ketosulfones, J. Chem. Res. 2 (2009), pp. 87–89.
   Google Scholar
• Guravaiah, N., and Rajeswar Rao, V., 2009. Facile polyethylene glycol (PEG-400)–promoted synthesis of some new heteryl (E)-styryl sulfones, J. Chem. Res. 4 (2009), pp. 237–239.
   Google Scholar
• Nightingale, D., Wadsworth, F. T., and Nightingale, D., Wadsworth, F. T., , 1945. The synthesis of acetylenic ketones from acid anhydrides and sodium phenylacetylene, J. Am. Chem. Soc. 67 (1945), pp. 416–418(a), (b).
   Web of Science ®Google Scholar
• Tohda, Y., Sonogashira, K., and Hagihara, N., 1977. A convenient synthesis of 1-alkynyl ketones and 2-alkynamides, Synthesis (1977), pp. 777–778.
   Google Scholar
• Koelsch, C. F., 1950. Bromination of 3-acetocoumarin, J. Am. Chem. Soc. 72 (1950), pp. 2993–2995.
   Web of Science ®Google Scholar
• Rajeswar Rao, V., and Vijaya Kumar, P., 2006. Facile one-pot synthesis of 3-{2-[5-hydroxy-4-(2-hydroxy-ethyl)-3-methyl-pyrazole-1-yl]-thiazol-4-yl}-chromen-2-ones via a three-component reaction, Synth. Commun. 36 (2006), pp. 2157–2161.
   Web of Science ®Google Scholar