Enviar artigo por via de e-mail Synthesis of aromatic bishydrazones: new facets of a known reaction
- Autores: Epishina M.1, Kulikov A.1, Fershtat L.1
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Afiliações:
- N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences
- Edição: Volume 93, Nº 11 (2023)
- Páginas: 1643-1649
- Seção: Articles
- URL: https://journals.rcsi.science/0044-460X/article/view/247204
- DOI: https://doi.org/10.31857/S0044460X2311001X
- EDN: https://elibrary.ru/PBOZXJ
- ID: 247204
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Resumo
This work reconsiders the known condensation reaction of 1,2-diketones with arylhydrazines in the synthesis of the corresponding bishydrazones. It was shown that the reaction outcome significantly depends on the nature of the substituent of the aromatic ring of arylhydrazine. In addition, representatives of unsymmetrically substituted bishydrazones, rarely found in the literature, were obtained. The proposed approach is easy to carry out and isolate target bishydrazones, which opens the way to the preparation of various nitrogen-containing molecular systems based on them.
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Sobre autores
M. Epishina
N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences
A. Kulikov
N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences
L. Fershtat
N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences
Email: fershtat@ioc.ac.ru
Bibliografia
- Popiolek L. // Med. Chem. Res. 2017. Vol. 26. P. 287. doi: 10.1007/s00044-016-1756-y
- Popiolek L. // Biomed. Pharmacother. 2023. Vol. 163. P. 114853. doi: 10.1016/j.biopha.2023.114853
- K�lmel D.K., Kool E.T. // Chem. Rev. 2017. Vol. 117. P. 10358. doi: 10.1021/acs.chemrev.7b00090
- Bystrov D.M., Ananyev I.V., Fershtat L.L., Makhova N.N. // J. Org. Chem. 2020. Vol. 85. P. 15466. doi: 10.1021/acs.joc.0c02243
- Kulikov A.S., Epishina M.A., Churakov A.I., Anikina L.V., Fershtat L.L., Makhova N.N. // Mendeleev Commun. 2018. Vol. 28. P. 623. doi: 10.1016/j.mencom.2018.11.020
- Butler R.N., Cunningham D., McArdle P., O'Halloran G.A. // J. Chem. Soc. Chem. Commun. 1988. Vol. 3. P. 232. doi: 10.1039/C39880000232
- Butler R.N., Evans A.M., McNeela E.M., O'Halloran G.A., O'Shea P.D., Cunningham D., McArdle P. // J. Chem. Soc. Perkin Trans. 1 1990. P. 2527. doi: 10.1039/P19900002527
- Wu Z.-C., Boger D.L. // J. Am. Chem. Soc. 2019. Vol. 141. P. 16388. doi: 10.1021/jacs.9b07744
- Wu Z.-C., Boger D.L. // J. Org. Chem. 2022. Vol. 87. P. 16829. doi: 10.1021/acs.joc.2c02687
- Japp F.R., Klingemann F. // Lieb. Ann. Chem. 1888. Vol. 247. P. 190. doi: 10.1002/jlac.18882470208
- Butler R.N., O'Shea D.F. // Heterocycles. 1994. Vol. 37. P. 571. doi: 10.3987/REV-93-SR1
- Tabbiche A., Bouchama A., Chafai N., Zaidi F., Chiter C., Yahiaoui M., Abiza A. // J. Mol. Struct. 2022. Vol. 1261. P. 132865. doi: 10.1016/j.molstruc.2022.132865
- Butler R.N., Hanniffy J.M., Stephens J.C., Burke L.A. // J. Org. Chem. 2008. Vol. 73. P. 1354. doi: 10.1021/jo702423z
- Nagaraj K., Singh A., Shetty A.N., Trivedi D.R. // Supramol. Chem. 2021. Vol. 33. P. 534. doi: 10.1080/10610278.2022.2087524
