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

  • Yu. M. Skvortsov
  • A. G. Mal'kina
  • A. N. Volkov
  • B. A. Trofimov
  • E. B. Oleinikova
  • I. V. Kazin
  • V. V. Gedymin
Organic Chemistry

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.

     

Keywords

Copper Alcohol Glycol Cyanide Intramolecular Cyclization 

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Copyright information

© Plenum Publishing Corporation 1978

Authors and Affiliations

  • Yu. M. Skvortsov
    • 1
  • A. G. Mal'kina
    • 1
  • A. N. Volkov
    • 1
  • B. A. Trofimov
    • 1
  • E. B. Oleinikova
    • 1
  • I. V. Kazin
    • 1
  • V. V. Gedymin
    • 1
  1. 1.Irkutsk Institute of Organic ChemistrySiberian Branch of the Academy of Sciences of the USSRUSSR

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