Regioselective synthesis of novel nitroso-pyrazolylquinoxalines via HOAc-mediated cyclocondensation of 2-hydroxyimino-1,3-diketones with hydrazinylquinoxalines : научное издание | Научно-инновационный портал СФУ

Regioselective synthesis of novel nitroso-pyrazolylquinoxalines via HOAc-mediated cyclocondensation of 2-hydroxyimino-1,3-diketones with hydrazinylquinoxalines : научное издание

Тип публикации: статья из журнала

Год издания: 2023

Идентификатор DOI: 10.1039/D3OB00356F

Аннотация: This article describes the regioselective synthesis of novel nitroso-pyrazolylquinoxalines via cyclocondensation of 2-hydroxyimino-1,3-diketones with hydrazinylquinoxalines. Of note, this is the first time that 2-hydroxyimino-1,3-diketones are used as electrophilic reagents to cyclocondensation with hetarylhydrazines. The cyclocondensation proceeded through a hydrazone intermediates formation. A series of novel nitroso-substituted pyrazolylquinoxalines were synthesized by both “one-pot” and “two-step” procedures in up to 86% yields. Importantly, a gram-scale synthesis of nitroso-pyrazolylquinoxalines, their oxidation and reduction were successfully accomplished.

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Издание

Журнал: Organic & Biomolecular Chemistry

Выпуск журнала: Т.21, 17

Номера страниц: 3604-3614

ISSN журнала: 14770520

Издатель: Royal Society of Chemistry

Персоны

  • Bobrov Pavel S. (Department of Organic Chemistry and Technology of Organic Substances, Reshetnev Siberian State University of Science and Technology)
  • Kirik Sergei D. (Laboratory of Molecular Spectroscopy and Analysis, Institute of Chemistry and Chemical Technology SB RAS, Federal Research Center ‘Krasnoyarsk Science Center SB RAS')
  • Peterson Ivan V. (Laboratory of Molecular Spectroscopy and Analysis, Institute of Chemistry and Chemical Technology SB RAS, Federal Research Center ‘Krasnoyarsk Science Center SB RAS')
  • Suboch Georgii A. (Department of Organic Chemistry and Technology of Organic Substances, Reshetnev Siberian State University of Science and Technology)

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