Fluorine-Containing n-6 and Angular and Linear n-6-n’ (n, n’ = 5, 6, 7) Diaza-Heterocyclic Scaffolds Assembled on Benzene Core in Unified Way

Darya O. Prima, Arkady G. Makarov, Irina Yu Bagryanskaya, Andrey E. Kolesnikov, Leila V. Zargarova, Dmitry S. Baev, Tatiana F. Eliseeva, Larisa V. Politanskaya, Alexander Yu Makarov, Yuri G. Slizhov, Andrey V. Zibarev

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)

Abstract

The title compounds, including hybrids (n ≠ n’), were assembled on benzene core in a unified way based on only one starting material C 6 F 5 NH 2 and a limited number of simple substitution and condensation reactions. The heterocyclic moieties were 1,3-diazoles, 1,2,3-triazoles, 1,2,5-thia(selena)diazoles, 1.4-diazines and 1,5-diazepines, as well as 1,3,2-dioxaboroles. Representatives of all new scaffolds were characterized by XRD. Compounds synthesized are of biomedical interest in the context of apoptotic anticancer activity, and the 1,2,5-thiadiazole/1,3,2-dioxaborole hybrid also in that of neutron or/and proton capture therapy of cancer. New 1,2,5-chalcogenadiazoles are protected forms of otherwise hardly accessible fluorine-containing di- and tetra-amines for further syntheses.

Original languageEnglish
Pages (from-to)2383-2386
Number of pages4
JournalChemistrySelect
Volume4
Issue number8
DOIs
Publication statusPublished - 28 Feb 2019

Keywords

  • benzo-fused heterocycles
  • boron heterocycles
  • fluoroaromatics
  • nitrogen heterocycles
  • structure elucidation
  • synthesis
  • ANIONS
  • PHARMACEUTICALS
  • COMPLEXES
  • MEDICINAL CHEMISTRY
  • METABOLISM
  • REDUCTION
  • CYCLIC ARYLENEAZACHALCOGENENES
  • QUINOXALINES
  • DERIVATIVES

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