- Issue
- Journal of Siberian Federal University. Chemistry. 2023 16 (1)
- Authors
- Volkova, Darya S.; Root, Evgeniy V.; Kukushkin, Alexey A.; Ignatyuk, Anna V.; Suboch, George A.
- Contact information
- Volkova, Darya S.: Reshetnev Siberian State University of Science and Technology Krasnoyarsk, Russian Federation; ; Root, Evgeniy V.: Reshetnev Siberian State University of Science and Technology Krasnoyarsk, Russian Federation; Krasnoyarsk State Medical University named after Prof. V. F. Voino-Yasenetsky Krasnoyarsk, Russian Federation; Kukushkin, Alexey A.: Reshetnev Siberian State University of Science and Technology Krasnoyarsk, Russian Federation; Ignatyuk, Anna V.: Krasnoyarsk State Medical University named after Prof. V. F. Voino-Yasenetsky Krasnoyarsk, Russian Federation; Suboch, George A.: Reshetnev Siberian State University of Science and Technology Krasnoyarsk, Russian Federation
- Keywords
- formylpyrroles; furfural; Yuryev reaction; N‑substituted pyrroles; nitrogen-containing substituents; pyrrolal‑2; PASS‑online; PASS‑online
- Abstract
The Yuryev reaction was modified by replacing ammonia with aniline derivatives containing electron acceptors in the aromatic core: 2,4-dinitroaniline, p-nitrozoaniline, 4-aminoazobenzene. Under mild conditions of the reaction of furfural with p-aminoazobenzene and p- nitrozoaniline, a more stable intermediate compound, the Stenhouse salt, is formed, therefore, more stringent conditions were used to obtain the target nitrogen-functional N‑aryl‑2-formylpyrroles. As a result of mastering two techniques, 1-(2,4-dinitrophenyl)-2-formylpyrrol, 1-(4-nitrosophenyl)-2-formylpyrrol, 1-{4-[(E)-phenylazo]-phenyl}-2-formylpyrrol, potentially showing useful biological activity, were synthesized
- Pages
- 28–35
- EDN
- RPQIWN
- Paper at repository of SibFU
- https://elib.sfu-kras.ru/handle/2311/149962
Journal of Siberian Federal University. Chemistry / Synthesis of Nitrogen-Functionalized N‑aryl‑2-formylpyrroles by the Yuryev Reaction
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