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Transformations of 5,6,7,8-tetrafluoro-2-ethoxycarbonylchromone under the action of primary amines

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Abstract

5,6,7,8-Tetrafluoro-2-ethoxycarbonylchromone in aprotic polar solutions formed by nucleophilic aromatic ipso-substitution 7-alkyl(aryl)amino-5,6,8-trifluorochromones. This transformation in ethanol depended on the reactivity of the acting amine: with stronger nucleophiles, aliphatic amines, an opening of the γ-pyrone ring occurred, with aromatic amines 7-monosubstituted chromones were the main products, and the open-chain esters formed in lesser amount.

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Correspondence to V. I. Saloutin.

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Original Russian Text © K.V. Shcherbakov, Ya.V. Burgart, V.I. Saloutin, 2009, published in Zhurnal Organicheskoi Khimii, 2009, Vol. 45, No. 5, pp. 779–785.

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Shcherbakov, K.V., Burgart, Y.V. & Saloutin, V.I. Transformations of 5,6,7,8-tetrafluoro-2-ethoxycarbonylchromone under the action of primary amines. Russ J Org Chem 45, 766–772 (2009). https://doi.org/10.1134/S1070428009050200

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  • DOI: https://doi.org/10.1134/S1070428009050200

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