Аннотация:
New access to substituted 2-(indol-3-yl)pyridines involves two stage protocol, namely, a reaction of deoxygenative nucleophilic substitution of hydrogen in 1,2,4-triazine-4-oxides under the action of indoles followed by aza-Diels–Alder reaction of thus obtained 5-indolyl-1,2,4-triazines with 2,5-norbornadiene in a pressure vessel. The reactions sequence provides good yields and is suitable for wide scope of substituted 1,2,4-triazines.
Образец цитирования:
M. I. Savchuk, I. S. Kovalev, V. L. Rusinov, D. S. Kopchuk, A. P. Krinochkin, G. V. Zyryanov, O. N. Chupakhin, V. N. Charushin, “Rapid metal free construction of 3-positioned 2-pyridyl substituent in indoles”, Mendeleev Commun., 30:6 (2020), 712–713
Образцы ссылок на эту страницу:
https://www.mathnet.ru/rus/mendc1300
https://www.mathnet.ru/rus/mendc/v30/i6/p712
Эта публикация цитируется в следующих 5 статьяx:
Ekaterina S. Starnovskaya, Maria I. Valieva, Dmitry S. Kopchuk, Olga S. Taniya, Albert F. Khasanov, Alexander S. Novikov, Nataliya V. Slovesnova, Artem S. Minin, Sougata Santra, Grigory V. Zyryanov, “2-(Indol-3-yl)- and 6-(pyrrol-2-yl)-substituted (bi)pyridine-based AIE-probes/fluorophores: synthesis and photophysical studies”, New J. Chem., 47:47 (2023), 21720
Juan Tang, Shun Li, Jing Zhang, Mei-xin Yan, Yong-lin Shi, Xue-li Zheng, Mao-lin Yuan, Hai-yan Fu, Rui-xiang Li, Hua Chen, “Copper-Mediated and Palladium-Catalyzed Cross-Coupling of Indoles and N-Methylpyridinium Salts: A Practical Way to Prepare 3-(Pyridin-2-yl)indoles”, Org. Lett., 25:28 (2023), 5203
Grigorii K. Sterligov, Alexandra A. Ageshina, Sergey A. Rzhevskiy, Olga V. Shurupova, Maxim A. Topchiy, Lidiya I. Minaeva, Andrey F. Asachenko, “One-Pot Modified Madelung Synthesis of 3-Tosyl- and 3-Cyano-1,2-disubstituted Indoles”, ACS Omega, 7:43 (2022), 38505
A. Rammohan, A. P. Krinochkin, D. S. Kopchuk, Ya. K. Shtaitz, I. S. Kovalev, M. I. Savchuk, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin, “Conditions for the Synthesis of 4,5-Diaryl-3-hydroxy-2,2'-bipyridine-6-carbonitriles by the Reaction of 1,2,4-Triazine-5-carbonitriles with 2-Aminooxazoles”, Russ J Org Chem, 58:2 (2022), 175
М. I. Savchuk, D. S. Kopchuk, I. N. Egorov, А. F. Khasanov, S. S. Rybakova, G. V. Zyryanov, V. L. Rusinov, О. N. Chupakhin, “Combination of the SNH/aza-Diels–Alder Reactions as Effective Synthetic Approach to 8-Hydroxy(methoxy)-Substituted 2-[6-(1-Methylindol-3-yl)pyridin-2-yl]quinoline Ligands/Fluorophores”, Russ J Gen Chem, 91:5 (2021), 779
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