Synthesis of ortho-substituted ethynylbenzenes

  • A. A. Moroz
  • M. S. Shvartstaerg
Brief Communications
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Conclusions

  1. 1.

    The condensation of o-substituted iodobenzenes, andα- andβ-iodonaphthalene, with ethyl 2-methyl-3-butyn-2-yl acetacetal, followed by hydrolysis and subsequent alkaline cleavage of the obtained alcohols, gave the corresponding ethynylarenes.

     
  2. 2.

    Aryl iodides, containing electron-acceptor groups in the o-position of the benzene ring, are more reactive in the acetylenic condensation than the unsubstituted iodobenzene.

     

Keywords

Alcohol Hydrolysis Ethyl Benzene Iodide 

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Literature cited

  1. 1.
    M. S. Shvartsberg, A. A. Moroz, and I. L. Kotlyarevskii, Izv. Akad. Nauk SSSR, Ser. Khim., 1306 (1971).Google Scholar
  2. 2.
    M. S. Shvartsberg and A. A. Moroz, Izv. Akad. Nauk SSSR, Ser. Khim., 1582 (1971).Google Scholar
  3. 3.
    J. Heilbron (editor), Dictionary of Organic Compounds pussian translation], IL (1949).Google Scholar
  4. 4.
    C. D. Cook and S. S. Danyluk, Tetrahedron,19, 177 (1963).Google Scholar

Copyright information

© Consultants Bureau 1973

Authors and Affiliations

  • A. A. Moroz
    • 1
    • 2
  • M. S. Shvartstaerg
    • 1
    • 2
  1. 1.Institute of Chemical Kinetics and CombustionSiberian Branch of the Academy of Sciences of the USSRUSSR
  2. 2.Novosibirsk State UniversityUSSR

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