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Ynaziridines. Methods of synthesis of a new type of ynamines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Ways of synthesizing ynaziridines by successive halogenation and dehydrohalogenation of enaziridino esters, the reaction of potassium aziridinide with bromophenylacetylene, the reaction of 1H-aziridines with the methyl ester of bromopropionic acid was studied. The different direction of the reaction of aziridines with bromomethylpropiolate as a function of the nature of the solvent was demonstrated. In methanol the addition of aziridine to the triple bond proceeds stereospecifically with the formation of the E-isomer. When this reaction was conducted in ether, ynaziridines were obtained for the first time. An effective method of synthesis of ynaminoesters was developed.

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Authors and Affiliations

  1. Institute of Organic Synthesis, Academy of Sciences of the Latvian SSR, 226006, Riga

    D. A. Tikhomirov, Yu. V. Shubina & A. V. Eremeev

Authors
  1. D. A. Tikhomirov
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  2. Yu. V. Shubina
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  3. A. V. Eremeev
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1492–1496, November, 1984.

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Tikhomirov, D.A., Shubina, Y.V. & Eremeev, A.V. Ynaziridines. Methods of synthesis of a new type of ynamines. Chem Heterocycl Compd 20, 1231–1235 (1984). https://doi.org/10.1007/BF00505713

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  • DOI: https://doi.org/10.1007/BF00505713

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