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Synthesis, electrochemical properties, and antioxidant activity of sterically hindered catechols with 1,3,4-oxadiazole, 1,2,4-triazole, thiazole or pyridine fragments

  • Daria A. Burmistrova,
  • Andrey Galustyan,
  • Nadezhda P. Pomortseva,
  • Kristina D. Pashaeva,
  • Maxim V. Arsenyev,
  • Oleg P. Demidov,
  • Mikhail A. Kiskin,
  • Andrey I. Poddel’sky,
  • Nadezhda T. Berberova and
  • Ivan V. Smolyaninov

Beilstein J. Org. Chem. 2024, 20, 2378–2391, doi:10.3762/bjoc.20.202

Graphical Abstract
  • : antioxidant activity; catechol thioethers; heterocycles; redox-transformations; thiones; Introduction Synthetic derivatives of polyphenols, in particular catechol (hydroquinone), represent a promising group of pharmacologically active substances [1][2]. Catechol-containing compounds demonstrate
  • derivatives are used as ligands in the synthesis of metal complexes (Ni(II), Pd(II), Pt(II), Cu(I), Ag(I) etc.) exhibiting antibacterial and antitumor activity [34]. In most cases, polyfunctional catechol thioethers were obtained by Michael reaction via the interaction of o-, p-benzoquinone and the
  • /prooxidant, and antiradical activity was carried out for the catechols synthesized in this work. Results and Discussion Synthesis The interaction of 3,5-di-tert-butyl-o-benzoquinone with the corresponding thiols in ethanol at room temperature under argon leads to the formation of catechol thioethers 1–3 (69
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Published 19 Sep 2024
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