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Chemistry of Heterocyclic Compounds

, Volume 18, Issue 1, pp 14–18 | Cite as

Synthesis of 4,5-dihydrofuran derivatives by the reaction of acetoacetic ester with conjugated alkenynes

  • G. G. Melikyan
  • D. A. Mkrtchyan
  • Sh. O. Badanyan
Article

Abstract

The regiochemistry of the reaction of acetoacetic ester with vinylacetylene, isopropenylacetylene, and vinylisopropenylacetylene in the presence of the manganese acetate/copper acetate oxidative system was studied. Derivatives of furan and 4,5-dihydrofuran were obtained as a result of oxidative cyclization of intermediate radicals that contain unsaturated groups in the α position. Data from the IR, UV, PMR, 13C NMR, and mass spectra of the synthesized compounds are presented.

Keywords

Acetate Ester Manganese Mass Spectrum Organic Chemistry 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Literature cited

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    A. A. Pashayan, S. A. Vorskanyan, Zh. A. Chobanyan, and Sh. O. Badanyan, Arm. Khim, Zh., 33, 133 (1980).Google Scholar
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    G. G. Melikyan, D. A. Mkrtchyan, and Sh. O. Badanyan, Khim. Geterotsikl. Soedin., No. 7, 884 (1980).Google Scholar
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    G. I. Niklshin and É. I. Troyanskii, Zh. Vses. Khim. Ova., No. 2, 169 (1979).Google Scholar

Copyright information

© Plenum Publishing Corporation 1982

Authors and Affiliations

  • G. G. Melikyan
    • 1
  • D. A. Mkrtchyan
    • 1
  • Sh. O. Badanyan
    • 1
  1. 1.Institute of Organic ChemistryAcademy of Sciences of the Armenian SSRErevan

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