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Title: Convenient synthesis of (Z)-3-(1-aryl-2-nitrovinyl)-indoles
Authors: Arutiunov, N. A.
Арутюнов, Н. А.
Aksenov, A. V.
Аксенов, А. В.
Aksenov, D. A.
Аксенов, Д. А.
Kurenkov, I. A.
Куренков, И. А.
Aksenova, I. V.
Аксенова, И. В.
Zatsepilina, A. M.
Зацепилина, А. М.
Aksenov, N. A.
Аксенов, Н. А.
Keywords: Indole;Pi-pi interaction;Michael acceptors;Nitroalkenes;NOESY;Z-geometry
Issue Date: 2023
Citation: Arutiunov, N.A., Aksenov, A.V., Aksenov, D.A., Kurenkov, I.A., Aksenova, I.V., Zatsepilina, A.M., Aksenov, N.A., Kornienko, A. Convenient synthesis of (Z)-3-(1-aryl-2-nitrovinyl)-indoles // Tetrahedron Letters. - 2023. - 129, статья № 154722. - DOI: 10.1016/j.tetlet.2023.154722
Series/Report no.: Tetrahedron Letters
Abstract: 3-(1-Aryl-2-nitrovinyl)-indoles were previously described in the literature only once as side products of an unrelated process as mixtures of Z- and E-isomers. Herein, we discovered a new process toward their synthesis where substituted indoles are combined with 2-nitroacetophenones in acetic acid in the presence of 10 mol% H2SO4 to give 70–90% yields of such compounds possessing exclusively or predominantly Z-geometry. The latter was established through NOESY and x-ray studies of individual products.
Appears in Collections:Статьи, проиндексированные в SCOPUS, WOS

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