SYNTHESIS OF 2-(2-HETARYL)-6-HYDROXY-3-(R-AMINO)-2-HEXENENITRILES

Authors

  • О. В. Хиля Kyiv Taras Shevchenko National University
  • Т. А. Воловненко Kyiv Taras Shevchenko National University
  • А. В. Туров Kyiv Taras Shevchenko National University
  • Р. И. Зубатюк Scientific-Technological Complex "Institute of Monocrystals", National Academy of Sciences of Ukraine
  • О. В. Шишкин Scientific-Technological Complex "Institute of Monocrystals", National Academy of Sciences of Ukraine
  • Ю. М. Воловенко Kyiv Taras Shevchenko National University

DOI:

https://doi.org/10.1007/851

Keywords:

hetarylacetonitriles, 2-(2-hetaryl)-6-hydroxy-3-(R-amino)-2-hexenenitriles, 2-hetaryl-2-(tetrahydrofuran-2-ylidene)acetonitriles, primary amines, amination

Abstract

The reaction of 2-hetaryl-2-(tetrahydrofuran-2-ylidene)acetonitriles and 6‑chloro-2-(2-hetarylidene)-3‑oxohexanenitriles with amines was studied. It was shown that the reaction of primary aliphatic amines with 6-chloro-2-(2-hetarylidene)-3-oxohexanenitriles takes place through a stage involving the formation of 2-hetaryl-2-(tetrahydrofuran-2-ylidene)acetonitriles followed by opening of the furanylidene fragment of the latter and the formation of 2-(2-hetaryl)-6-hydroxy-3-(R-amino)-2-hexenenitriles.

Authors: O. V. Khilya, T. A. Volovnenko, A. V. Turov, R. I. Zubatyuk, O. V. Shishkin, and Yu. M. Volovenko

English Translation in Chemistry of Heterocyclic Compounds, 2013, 48 (12), pp 1761-1769

http://link.springer.com/article/10.1007/s10593-013-1208-2

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Published

2013-08-20

Issue

No. 12 (2012)

Section

Original Papers