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Chemistry of Heterocyclic Compounds

, Volume 46, Issue 7, pp 887–895 | Cite as

Synthesis and properties of 3-cyano-3-hetaryl-ylidene-2-oxopropyl ethanethioates and 4-cyano-4-hetarylylidene-3-oxobutyl ethanethioates

  • A. V. DobridnevEmail author
  • T. A. Volovnenko
  • A. V. Turov
  • Yu. M. Volovenko
Article

Acylation of hetarylacetonitriles and hetarylylideneacetonitriles with acetylmercaptoacetyl chloride gave 3-cyano-3-hetarylylidene-2-oxopropyl ethanethioates. 2-Amino-3-hetaryl-4(5H)oxothio-phenes or 2-hetarylylidene-3-oxo-4-sulfanylbutanenitriles were obtained on treating them with bases. Acylation of hetarylacetonitriles with 3-acetylmercaptopropionyl chloride gave 4-cyano-4-hetaryl-ylidene-3-oxobutyl ethanethioates, deacetylation of which gave 2-hetarylylidene-3-oxo-5-sulfanyl-pentanenitriles.

Keywords

acetylmercaptoacetyl chloride 3-acetylmercaptopropionyl chloride 2-amino-3-hetaryl-4(5H)oxothiophene 4-cyano-4-hetarylylidene-3-oxobutyl ethanethioates 3-cyano-3-hetarylylidene-2-oxo-propyl ethanethioates hetarylacetonitriles hetarylideneacetonitriles 2-hetarylylidene-3-oxo-4-sulfanyl- butanenitriles 2-hetarylylidene-3-oxo-5-sulfanylpentanenitriles lanthanide shift reagents stereo-selective synthesis 

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Copyright information

© Springer Science+Business Media, Inc. 2010

Authors and Affiliations

  • A. V. Dobridnev
    • 1
    Email author
  • T. A. Volovnenko
    • 1
  • A. V. Turov
    • 1
  • Yu. M. Volovenko
    • 1
  1. 1.Taras Shevchenko Kiev National UniversityKievUkraine

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