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Abstract <p>The reaction of (1,2-dibromo)(diphenyl)phosphine oxide with cyano-substituted CH acids (cyanoacetic acid ethyl ester and amide, benzyl cyanide) in the presence of sodium hydroxide in acetonitrile at a reagent ratio of 1 : 2 : 3 afforded phosphoryl-substituted cyclopropanes. It was shown that, in contrast to the indicated CH acids, the reaction of the phosphine oxide with dimedone led to the formation of a 1 : 2 adduct, the structure of which was established by the <sup>1</sup>H, <sup>31</sup>P, <sup>13</sup>C NMR spectroscopy including DEPT, NOESY, HSQC, and HMBC techniques, as well as single crystal X-ray diffraction analysis method.</p>

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Synthesis of Phosphoryl-Substituted Cyclopropanes Based on Cyano-Activated CH Acids. 1 : 2 Adduct-Product of O- and C-Alkylation of Dimedone

  • 期刊论文

  • 发表日期：

    2025年5月21日

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  • G. Ts. Gasparyan,
  • A. S. Bichakhchyan,
  • L. V. Derdzyan,
  • Z. Z. Mardiyan,
  • T. T. Khachatryan,
  • H. A. Karapetyan,
  • L. R. Gasparyan,
  • A. S. Poghosyan

摘要

Abstract

The reaction of (1,2-dibromo)(diphenyl)phosphine oxide with cyano-substituted CH acids (cyanoacetic acid ethyl ester and amide, benzyl cyanide) in the presence of sodium hydroxide in acetonitrile at a reagent ratio of 1 : 2 : 3 afforded phosphoryl-substituted cyclopropanes. It was shown that, in contrast to the indicated CH acids, the reaction of the phosphine oxide with dimedone led to the formation of a 1 : 2 adduct, the structure of which was established by the 1H, 31P, 13C NMR spectroscopy including DEPT, NOESY, HSQC, and HMBC techniques, as well as single crystal X-ray diffraction analysis method.