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Alkylation of 1,3-Dicarbonyl Compounds and Their Analogues with 2-Halomethyl(ethoxycarbonyl)(diethoxyphosphorylmethyl)furans

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Abstract

2-Halomethyl derivatives of phosphonocarboxylic acid esters of the furan series react with acetylacetone, acetoacetic, malonic and cyanoacetic ether in the absolute ethanol–dioxane (1 : 10) medium in the presence of sodium ethylate with the formation of monoalkyl derivatives. Reactions of 3-(furylmethyl)acetylacetone and 2-(furylmethyl)acetoacetate with hydrazine hydrate lead to the formation of phosphorus-containing (furyl)(pyrazolyl)methanes and (furyl)(pyrazolonyl)methanes, respectively. The latter in solutions exist exclusively in hydroxy-form.

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Funding

The work was carried out within the frames of state project of ministry of education and science of Russia (project no. 785.00X6019) using the equipment of Engineering center of St. Petersburg State Institute of Technology (Technical University).

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Correspondence to L. M. Pevzner.

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Pevzner, L.M., Ponyaev, A.I. Alkylation of 1,3-Dicarbonyl Compounds and Their Analogues with 2-Halomethyl(ethoxycarbonyl)(diethoxyphosphorylmethyl)furans. Russ J Gen Chem 90, 1453–1465 (2020). https://doi.org/10.1134/S1070363220080125

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  • DOI: https://doi.org/10.1134/S1070363220080125

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