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Cyanoacetylene and its derivatives 1. Synthesis of substituted cyanoacetylenes and their reaction with glycols

  • Organic Chemistry
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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    We have established conditions for the reaction of bromophenylacetylene with copper (I) cyanide whereby the yield of phenylcyanoacetylene can be increased from 37 to 80%.

  2. 2.

    The reaction of phenylcyanoacetylene and cyanoacetylenic alcohols with 1,2- and 1,3-glycols does not terminate with the formation of substitutedβ-organyloxyacrylonitriles; the latter undergo intramolecular cyclization to the corresponding 2-(cyanomethyl)-1,3-dioxolanes and 1,3-dioxanes.

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Literature cited

  1. A. N. Volkov and A. N. Nikol'skaya, Usp. Khim.,46, 712 (1977).

    Google Scholar 

  2. L. Claisen, Ber.,36, 3664 (1903).

    Google Scholar 

  3. Ch. Moureu and G. Lazennec, Bull. Soc. Chim. France, [3],35, 525 (1906).

    Google Scholar 

  4. Ch. Moureu and Delange, Bull. Soc. Chim. France, [3],25, 99(1901).

    Google Scholar 

  5. V. Grigkarg and Ch. Courtot, Bull. Soc. Chim. France, [4],17, 230 (1915).

    Google Scholar 

  6. A. M. Sladkov and L. Yu. Uzhin, Izv. Akad. Nauk SSSR, Ser. Khim.,1964, 392.

  7. S. R. Landor, B. Demetriou, R. Grzeskowiak, and D. F. Pavey, J. Organomet. Chem.,93, 129 (1975).

    Google Scholar 

  8. S. Murahashi, T. Takizawa, S. Kuruika, and S. Makawa, J. Chem. Soc. Jpn., Pure Chem. Sec.,77, 1689 (1956); Ref. Zh. Khim., 54295 (1957).

    Google Scholar 

  9. Ch. Moureu and G. Lazennec, C. R. Acad. Sci.,142, 338, 450 (1900).

    Google Scholar 

  10. F. Straus, L. Kollek, W. Heyn, and H. Hauptmann, Chem. Ber.,63, 1868 (1930).

    Google Scholar 

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 872–875, April, 1978.

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Skvortsov, Y.M., Mal'kina, A.G., Volkov, A.N. et al. Cyanoacetylene and its derivatives 1. Synthesis of substituted cyanoacetylenes and their reaction with glycols. Russ Chem Bull 27, 754–756 (1978). https://doi.org/10.1007/BF00925299

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  • DOI: https://doi.org/10.1007/BF00925299

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