SYNTHESIS AND PROPERTIES OF 3-CYANO-3-HETARYLYLIDENE-2-OXOPROPYL ETHANETHIOATES AND 4-CYANO- 4-HETARYLYLIDENE-3-OXOBUTYL ETHANETHIOATES

Authors

  • А. В. Добрыднев Taras Shevchenko Kiev National University
  • Т. А. Воловненко Taras Shevchenko Kiev National University
  • А. В. Туров Taras Shevchenko Kiev National University
  • Ю. М. Воловенко Taras Shevchenko Kiev National University

DOI:

https://doi.org/10.1007/3085

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-sulfanylbutanenitriles, 2-hetarylylidene-3-oxo-5-sulfanylpentanenitriles, lanthanide shift reagents, stereoselective synthesis

Abstract

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-sulfanylpentanenitriles.

How to Cite
Dobridnev, A. V.; Volovnenko, T. A.; Turov, A. V.; Volovenko, Yu. M. Chem. Heterocycl. Compd. 2010, 46, 887. [Khim. Geterotsikl. Soedin. 2010, 1097.]

For this article in the English edition see DOI 10.1007/s10593-010-0598-7

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Published

2016-02-24

Issue

No. 7 (2010)

Section

Original Papers