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Synthesis of fluorine-containing 1,4-dioxa-2-azaspiro-[4.5]deca-2,6,9-trienes by reaction of polyfluorinated cyclohexa-2,5-dienones with nitrile oxides

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Abstract

4-Pentafluorophenoxy-, 4-nitro-, and 4-chloropentafluorocyclohexa-2,5-dien-1-ones and 3,4,5-tris-(pentafluorophenoxy)trifluorocyclohexa-2,5-dien-1-one react with some benzonitrile and acetonitrile oxides exclusively at the carbonyl group, leading to the formation of mixtures of diastereoisomeric fluorinated 1,4-dioxa-2-azaspiro[4.5]deca-2,6,9-trienes in good yield.

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Authors and Affiliations

  1. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090, Russia

    V. N. Kovtonyuk, L. S. Kobrina & Yu. V. Gatilov

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  1. V. N. Kovtonyuk
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  2. L. S. Kobrina
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  3. Yu. V. Gatilov
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Correspondence to V. N. Kovtonyuk.

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Original Russian Text © V.N. Kovtonyuk, L.S. Kobrina, Yu.V. Gatilov, 2012, published in Zhurnal Organicheskoi Khimii, 2012, Vol. 48, No. 6, pp. 787–791.

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Kovtonyuk, V.N., Kobrina, L.S. & Gatilov, Y.V. Synthesis of fluorine-containing 1,4-dioxa-2-azaspiro-[4.5]deca-2,6,9-trienes by reaction of polyfluorinated cyclohexa-2,5-dienones with nitrile oxides. Russ J Org Chem 48, 783–787 (2012). https://doi.org/10.1134/S1070428012060061

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  • DOI: https://doi.org/10.1134/S1070428012060061

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