Аннотация:
4-Azido-2-methyltetrahydroquinazoline N-oxide cleanly undergoes the copper(i)-catalyzed azide–alkyne cycloaddition (CuAAC) reaction with alkynes to give new conjugates with pyrimidine N-oxide and triazole moieties. Its deoxygenated analogue, 4-azido-2-methyltetrahydroquinazoline, is inert in CuACC process due to the shift of imidoyl azide–tetrazole equilibrium towards the tetrazole tautomer.
Образец цитирования:
A. A. Nazarova, K. N. Sedenkova, D. A. Vasilenko, Yu. K. Grishin, T. S. Kuznetsova, E. B. Averina, “4-Azidotetrahydroquinazoline derivatives in CuAAC reaction”, Mendeleev Commun., 30:6 (2020), 714–716
Образцы ссылок на эту страницу:
https://www.mathnet.ru/rus/mendc1301
https://www.mathnet.ru/rus/mendc/v30/i6/p714
Эта публикация цитируется в следующих 7 статьяx:
S. L. Deev, E. S. Sheina, T. S. Shestakova, V. N. Charushin, O. N. Chupakhin, “15N-Labeled tetrazoloazines in investigation of the azido-tetrazole equilibrium”, Russ Chem Bull, 73:11 (2024), 3113
Olga V. Ryzhikova, Kseniya N. Sedenkova, Sergey V. Kositov, Victor A. Tafeenko, Yuri K. Grishin, Elena B. Averina, “Stereoselective Approach to Hydroxyalkyl-1,2,3-triazoles Containing Cyclooctane Core and Their Use for CuAAC Catalysis”, Catalysts, 13:5 (2023), 835
Kseniya N. Sedenkova, Victoria I. Uvarova, Anna A. Nazarova, Aleksandra V. Peisikova, Evgeny V. Khvatov, Maksim V. Sukhorukov, Vasilisa S. Frolenko, Alexander S. Goryashchenko, Ivan S. Kholodilov, Yuri K. Grishin, Viktor B. Rybakov, Marat T. Makenov, Evgeny S. Morozkin, Lyudmila S. Karan, Liubov I. Kozlovskaya, Aydar A. Ishmukhametov, Dmitry I. Osolodkin, Elena B. Averina, “Tetrahydroquinazoline N‐oxide derivatives inhibit reproduction of tick‐borne and mosquito‐borne flaviviruses”, Archiv der Pharmazie, 356:7 (2023)
Sergey L. Deev, Tatyana S. Shestakova, Zakhar O. Shenkarev, Alexander S. Paramonov, Igor A. Khalymbadzha, Oleg S. Eltsov, Valery N. Charushin, Oleg N. Chupakhin, “15N Chemical Shifts and JNN-Couplings as Diagnostic Tools for Determination of the Azide–Tetrazole Equilibrium in Tetrazoloazines”, J. Org. Chem., 87:1 (2022), 211
Andris Jeminejs, Irina Novosjolova, Ērika Bizdēna, Māris Turks, “Nucleophile–nucleofuge duality of azide and arylthiolate groups in the synthesis of quinazoline and tetrazoloquinazoline derivatives”, Org. Biomol. Chem., 19:35 (2021), 7706
K. N. Sedenkova, A. A. Nazarova, D. V. Zverev, Zh. T. Zharmuhambetova, D. A. Vasilenko, Yu. K. Grishin, T. S. Kuznetsova, E. B. Averina, “Novel π-conjugated structures with fluorescent properties based on 4-alkoxytetrahydroquinazoline N-oxide”, Russ Chem Bull, 70:7 (2021), 1311
K. N. Sedenkova, D. A. Vasilenko, D. V. Zverev, K. S. Sadovnikov, Yu. A. Gracheva, Yu. K. Grishin, T. S. Kuznetsova, E. R. Milaeva, E. B. Averina, “Novel 8-arylidenetetrahydroquinazoline N-oxides: synthesis, photophysical properties and biological evaluation”, Mendeleev Commun., 31:1 (2021), 39–41
Обратная связь: