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Synthesis and Intramolecular Cyclization of N-Substituted 2-Amino-4-aryl-4-oxo-2-butenoic Acids

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Abstract

Treating 4-aryl-2,4-dioxobutanoic acids with aromatic amines, 4-aminoantipyrine, and benzophenone hydrazone furnished N-substituted 2-amino-4-aryl-4-oxo-2-butenoic acids that existed in solutions in enaminoketone and iminoketone forms. The acids obtained underwent in the presence of acetic anhydride cyclization into N-substituted 5-aryl-3-imino-3H-furan-2-ones.

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REFERENCES

  1. Gewald, K., Bellman, P., and Jansch, H.J., Lieb. Ann., 1984, p. 1702.

  2. Akcamur, Yu., Penn, G., Ziegler, E., Sterk, H., Kollenz, G., Peters, K., Peters, E.M, and Schnering, H.G., Monatsh. Chem., 1986, vol. 117, p. 231.

    Google Scholar 

  3. Sokolova, N.B. Kovzhina, L.P., and Dmitrieva, N.M., Abstracts of Papers, I Vserossiiskaya konferentsiya po khimii geterotsiklov pamyati A.N.Kosta (1st All-Russian Conf. on Chemistry of Heterocycles dedicated to A.N.Kost), Suzdal, 2000, p. 488.

  4. Gein, V.L., Kon'shina, L.O., snf Andreichikov, Yu.S., Zh. Org. Khim., 1992, vol. 28, p. 2134.

    Google Scholar 

  5. Rubtsov, A.E. and Zalesov, V.V., Khim. Geterotsikl. Soed., 2001, p. 1130.

  6. Shapet,ko, N.N., Khatipov, S.A., Andreichikov, Yu.S., Kozlov, A.P. and Ryabova, V.V., Zh. Org. Khim, 1985, vol. 21, p. 661.

    Google Scholar 

  7. Yakimovich, S.I. and Zerova, I.V., Zh. Org. Khim., 1978, vol. 14, p. 42.

    Google Scholar 

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Rubtsov, A.E., Zalesov, V.V. Synthesis and Intramolecular Cyclization of N-Substituted 2-Amino-4-aryl-4-oxo-2-butenoic Acids. Russian Journal of Organic Chemistry 39, 869–874 (2003). https://doi.org/10.1023/B:RUJO.0000003167.28537.71

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  • DOI: https://doi.org/10.1023/B:RUJO.0000003167.28537.71

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