Аннотация:
The basic structural framework of lamellarin alkaloids, 8,9-dihydro-6H-chromeno[4’,3’:4,5]pyrrolo[2,1-a]isoquinoline derivatives, was accessed in good yields by the Grob reaction between 3-nitro-2-trifluoromethyl-2H-chromenes and dihydropapaverine or drotaverine in refluxing isobutanol.
Образец цитирования:
V. Yu. Korotaev, V. Ya. Sosnovskikh, E. S. Yasnova, A. Yu. Barkov, Yu. V. Shklyaev, “A simple synthesis of the lamellarin analogues from 3-nitro-2-trifluoromethyl-2H-chromenes and 1-benzyl-3,4-dihydroisoquinolines”, Mendeleev Commun., 20:6 (2010), 321–322
Образцы ссылок на эту страницу:
https://www.mathnet.ru/rus/mendc3079
https://www.mathnet.ru/rus/mendc/v20/i6/p321
Эта публикация цитируется в следующих 12 статьяx:
Tsutomu Fukuda, Fumito Ishibashi, Masatomo Iwao, The Alkaloids: Chemistry and Biology, 83, 2020, 1
Ketan S. Mandrekar, Hari K. Kadam, Santosh G. Tilve, “Domino Bischler–Napieralski – Michael Reaction and Oxidation – New Route to Coumarin‐Pyrrole‐Isoquinoline Fused Pentacycles”, Eur J Org Chem, 2018:47 (2018), 6665
Kiran B. Manjappa, Jhih-Min Lin, Ding-Yah Yang, “Construction of Pentacyclic Lamellarin Skeleton via Grob Reaction: Application to Total Synthesis of Lamellarins H and D”, J. Org. Chem., 82:14 (2017), 7648
Christian Bailly, “Anticancer Properties of Lamellarins”, Marine Drugs, 13:3 (2015), 1105
Christian Bailly, Outstanding Marine Molecules, 2014, 377
В. Ю. Коротаев, В. Я. Сосновских, А. Ю. Барков, “Синтез и свойства 3-нитро-2H-хроменов”, Усп. хим., 82:12 (2013), 1081–1116; V. Yu. Korotaev, V. Ya. Sosnovskikh, A. Yu. Barkov, “Synthesis and properties of 3-nitro-2H-chromenes”, Russian Chem. Reviews, 82:12 (2013), 1081–1116
Vladislav Yu. Korotaev, Alexey Yu. Barkov, Ivan V. Kotovich, Vyacheslav Ya. Sosnovskikh, “Three-component synthesis of substituted β-(trifluoromethyl)pyrroles via Grob cyclization of 1,1,1-trifluoro-3-nitrobut-2-ene with 1,3-dicarbonylic compounds and ammonia or primary amines”, Journal of Fluorine Chemistry, 138 (2012), 42
Xinjin Li, Jingwei Zhao, Zhongwei Wang, Jianwei Han, Jian Zhao, Shizheng Zhu, “Reactions of 2-(trifluoromethyl)-2-hydroxy-2H-chromenes with thiophenols promoted by Lewis acid”, Tetrahedron, 68:38 (2012), 8011
Vladislav Y. Korotaev, Vyacheslav Y. Sosnovskikh, Alexey Y. Barkov, Pavel A. Slepukhin, Yurii V. Shklyaev, “Synthesis of Novel 5,6‐Dihydropyrrolo[2,1‐a]isoquinolines via Grob Reaction between (E)‐1,1,1‐Trifluoro‐3‐nitro‐2‐butene and 3,4‐Dihydroisoquinolines”, Journal of Heterocyclic Chem, 49:4 (2012), 856
Vladislav Yu. Korotaev, Vyacheslav Ya. Sosnovskikh, Evgeniya S. Yasnova, Alexey Yu. Barkov, Yurii V. Shklyaev, “ChemInform Abstract: A Simple Synthesis of the Lamellarin Analogues from 3‐Nitro‐2‐trifluoromethyl‐2H‐chromenes and 1‐Benzyl‐3,4‐dihydroisoquinolines.”, ChemInform, 42:13 (2011)
Salvatore Cananzi, Lucio Merlini, Roberto Artali, Giovanni Luca Beretta, Nadia Zaffaroni, Sabrina Dallavalle, “Synthesis and topoisomerase I inhibitory activity of a novel diazaindeno[2,1-b]phenanthrene analogue of Lamellarin D”, Bioorganic & Medicinal Chemistry, 19:16 (2011), 4971
Vladislav Yu. Korotaev, Vyacheslav Ya. Sosnovskikh, Alexey Yu. Barkov, Pavel A. Slepukhin, Marina A. Ezhikova, Mikhail I. Kodess, Yurii V. Shklyaev, “A simple synthesis of the pentacyclic lamellarin skeleton from 3-nitro-2-(trifluoromethyl)-2H-chromenes and 1-methyl(benzyl)-3,4-dihydroisoquinolines”, Tetrahedron, 67:45 (2011), 8685
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