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Synthesis and properties of substituted 2-methylene-hydrazono-2,3-dihydro-3-benzo[b]furanones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of 2,3-dihydro-2,3-benzo[b]furandione with the triphenylphosphazines of diazo compounds leads to substituted 2-methylenehydrazono-2,3-dihydro-3-benzo[b]furanones, which are hydrolyzed in an acidic medium to the substituted methylenehydrazides of o-hydroxyphenylglyoxalic acid and react with amines to form the products of addition at the activated CH=N bond of the side chain or 2-hydrazono-2,3-dihydro-3-benzo[b]furanone respectively.

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References

  1. V. V. Zalesov, N. A. Pulina, and Yu. S. Andreichuk, Zh. Org. Chim., 25, 1054 (1989).

    CAS  Google Scholar 

  2. V. P. Kruglenko, V. P. Gnidets, N. A. Klyuev, and M. V. Povstyanoi, Khim. Geterotsikl. Soed. 533 (1987). [Chem. Heterocycl. Comp., 23, 444 (1987)].

    Google Scholar 

  3. H. J. Bestmann and H. Fritzsche, Chem. Ber., 94, 2477 (1961).

    Article  CAS  Google Scholar 

  4. A. Schonberg and K. Sunahans, Chem. Ber., 97, 2539 (1964).

    Article  Google Scholar 

  5. F. R. Hewgill, D. L. Hewitt, L. B. Howie, and W. L. Spencer, Austral. J. Chem., 30, 1971 (1977).

    Article  CAS  Google Scholar 

  6. K. Fries and W. Pfaffendorf, Ber., 45, 154 (1912).

    CAS  Google Scholar 

  7. A. B. Tomchin, I. S. Ioffe, and E. A. Rusakov, Zh. Org. Chim., 10, 604 (1974).

    CAS  Google Scholar 

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Authors and Affiliations

  1. Perm State Pharmaceutical Academy, Perm, 614990, Russia

    N. A. Pulina

  2. Perm State University, Perm, Russia

    V. V. Zalesov

Authors
  1. N. A. Pulina
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  2. V. V. Zalesov
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Correspondence to N. A. Pulina.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 817–822, June, 2007.

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Pulina, N.A., Zalesov, V.V. Synthesis and properties of substituted 2-methylene-hydrazono-2,3-dihydro-3-benzo[b]furanones. Chem Heterocycl Compd 43, 685–689 (2007). https://doi.org/10.1007/s10593-007-0111-0

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  • DOI: https://doi.org/10.1007/s10593-007-0111-0

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