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<p>The heterocyclization reaction of mixed phosphonium-iodonium ylides with alkynes in the presence of various dipolarophiles was studied in order to identify the dependence of the process result on the dipolarophile nature. The library of phosphinolines and phosphonium-substituted furans obtained under the conditions of this process was expanded. The studies, including quantum chemical calculations, were conducted to reveal the influence of the nature of substituents in the iodonium fragment on the reactivity of mixed ylides in heterocyclization reactions. The antiproliferative activity of new compounds was studied and phosphonium-substituted furans were found in some cases to demonstrate higher activity in human cancer cell lines compared to cisplatin.</p>

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Reactions of phosphonium-iodonium ylides with alkynes as a process of targeted synthesis of phosphorus-containing heterocycles: photoinduction and assistance of dipolarophiles

  • 期刊论文

  • 发表日期：

    2025年1月1日

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  • I. D. Potapov,
  • A. S. Nenashev,
  • I. I. Levina,
  • Yu. V. Timchenko,
  • I. A. Rodin,
  • I. A. Shutkov,
  • A. A. Nazarov,
  • G. M. Kuramshina,
  • M. V. Motyakin,
  • T. D. Nekipelova,
  • T. A. Podrugina

摘要

The heterocyclization reaction of mixed phosphonium-iodonium ylides with alkynes in the presence of various dipolarophiles was studied in order to identify the dependence of the process result on the dipolarophile nature. The library of phosphinolines and phosphonium-substituted furans obtained under the conditions of this process was expanded. The studies, including quantum chemical calculations, were conducted to reveal the influence of the nature of substituents in the iodonium fragment on the reactivity of mixed ylides in heterocyclization reactions. The antiproliferative activity of new compounds was studied and phosphonium-substituted furans were found in some cases to demonstrate higher activity in human cancer cell lines compared to cisplatin.