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3-Nitro-2-phenyl-2-(trifluoromethyl)-2H-chromenes: synthesis and reactions with nucleophiles

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Chemistry of Heterocyclic Compounds Aims and scope

A method is proposed for the synthesis of 3-nitro-2-phenyl-2-(trifluoromethyl)-2H-chromenes by tandem condensation of salicylic aldehydes with (E)-3,3,3-trifluoro-1-nitro-2-phenylprop-1-ene in the presence of triethylamine. The example of 3-nitro-2-phenyl-2-(trifluoromethyl)-2H-chromene was used to demonstrate conjugated addition reactions with enamines, nitromethane, and aniline, which are characteristic for this class of compounds. The structure of the obtained products was confirmed by X-ray structural analysis.

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The work was financially supported by the government of the Russian Federation (program 211, contract No. 02.A03.21.0006).

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Authors and Affiliations

  1. Institute of Natural Sciences, Ural Federal University named after the First President of Russia B. N. Yeltsin, 51 Lenina Ave., Yekaterinburg, 620000, Russia

    Alexey Yu. Barkov, Vladislav Yu. Korotaev, Ivan V. Kotovich, Nikolai S. Zimnitskiy, Igor B. Kutyashev & Vyacheslav Ya. Sosnovskikh

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  1. Alexey Yu. Barkov
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  2. Vladislav Yu. Korotaev
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  3. Ivan V. Kotovich
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  4. Nikolai S. Zimnitskiy
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  5. Igor B. Kutyashev
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  6. Vyacheslav Ya. Sosnovskikh
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Correspondence to Vladislav Yu. Korotaev.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2016, 52(10), 814–822

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Barkov, A.Y., Korotaev, V.Y., Kotovich, I.V. et al. 3-Nitro-2-phenyl-2-(trifluoromethyl)-2H-chromenes: synthesis and reactions with nucleophiles. Chem Heterocycl Comp 52, 814–822 (2016). https://doi.org/10.1007/s10593-016-1971-y

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