Аннотация:
5-Aminoisoxazoles bearing 3-positioned electron-withdrawing group react chemoselectively with trifluoroacetyl nitrate (generated from ammonium nitrate and trifluoroacetic anhydride) to give the corresponding 4-nitro derivatives in yields up to 80%. The results were rationalized by computation studies. Several 5-amino-4-nitroisoxazole-3-carboxilic acid derivatives revealed moderate antibacterial activity.
Образец цитирования:
K. S. Sadovnikov, D. A. Vasilenko, K. N. Sedenkova, V. B. Rybakov, Yu. K. Grishin, V. A. Alferova, T. S. Kuznetsova, E. B. Averina, “Straightforward chemoselective 4-nitration of 5-aminoisoxazoles”, Mendeleev Commun., 30:4 (2020), 487–489
Образцы ссылок на эту страницу:
https://www.mathnet.ru/rus/mendc1232
https://www.mathnet.ru/rus/mendc/v30/i4/p487
Эта публикация цитируется в следующих 5 статьяx:
Qi Zhang, Xun Zhang, Lei Zhang, Siping Pang, Chunlin He, “Improvement of Thermal Stability and Sensitivity of Furazan/Furoxan via Ring Closure Generation of Vicinal Amino-Nitro Structure”, J. Org. Chem., 89:7 (2024), 4444
Kirill S. Sadovnikov, Dmitry A. Vasilenko, Yulia A. Gracheva, Yuri K. Grishin, Vitaly A. Roznyatovsky, Victor A. Tafeenko, Nadezhda E. Astakhova, Ivan D. Burtsev, Elena R. Milaeva, Elena B. Averina, “5‐Styrylisoxazoles: π‐Conjugated System with Fluorescent Properties and Bioactivity”, ChemistrySelect, 8:20 (2023)
Dmitry A. Vasilenko, Sevastian E. Dronov, Dzianis U. Parfiryeu, Kirill S. Sadovnikov, Kseniya N. Sedenkova, Yuri K. Grishin, Victor B. Rybakov, Tamara S. Kuznetsova, Elena B. Averina, “5-Nitroisoxazoles in SNAr reactions: access to polysubstituted isoxazole derivatives”, Org. Biomol. Chem., 19:29 (2021), 6447
Dmitry A. Vasilenko, Kirill S. Sadovnikov, Kseniya N. Sedenkova, Dmitry S. Karlov, Eugene V. Radchenko, Yuri K. Grishin, Victor B. Rybakov, Tamara S. Kuznetsova, Vladimir L. Zamoyski, Vladimir V. Grigoriev, Vladimir A. Palyulin, Elena B. Averina, “A Facile Approach to Bis(isoxazoles), Promising Ligands of the AMPA Receptor”, Molecules, 26:21 (2021), 6411
Daniil A. Chaplygin, Yaroslav K. Gorbunov, Leonid L. Fershtat, “Ring Distortion Diversity‐Oriented Approach to Fully Substituted Furoxans and Isoxazoles”, Asian J Org Chem, 10:10 (2021), 2644
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