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Synthesis of Ethyl 4-(1,2,3-Selenodiazol-4-yl)-5-alkylsulfanyl- and -5-Phenylsulphonylmethylfuran-2-carboxylates

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Abstract

By means of the reactions of ethyl 4-acetyl-5-bromomethylfuran-2-carboxylate with butanethiol, ethyl sulfanylacetate and sulfanylethanol the corresponding sulfides were obtained. Reactions of ethyl 4-acetyl-5-bromomethylfuran-2-carboxylate with potassium salts of phenylsulfinic acids lead to the formation of phenylsulfonylmethyl derivatives. The resulting compounds were converted into semicarbazones, which under the action of selenium dioxide form 5-functionalized ethyl 4-(1,2,3-selenodiazol-4-yl) furan-2-carboxylates.

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Funding

The work was carried out with the financial support of Russian Foundation for Basic Research (grant no. 19-08-01232) within the framework of the state project of the Ministry of Science and Higher Education of Russian Federation no. 785.00.X6019 using the equipment of engineering center of the St. Petersburg State Institute of Technology (Technical University).

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  1. St. Petersburg State Institute of Technology (Technical University), 190013, St. Petersburg, Russia

    A. G. Mashichev, L. M. Pevzner & M. L. Petrov

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  1. A. G. Mashichev
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  2. L. M. Pevzner
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  3. M. L. Petrov
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Correspondence to L. M. Pevzner.

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No conflict of interest was declared by the authors.

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Mashichev, A.G., Pevzner, L.M. & Petrov, M.L. Synthesis of Ethyl 4-(1,2,3-Selenodiazol-4-yl)-5-alkylsulfanyl- and -5-Phenylsulphonylmethylfuran-2-carboxylates. Russ J Gen Chem 92, 54–62 (2022). https://doi.org/10.1134/S107036322201008X

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  • DOI: https://doi.org/10.1134/S107036322201008X

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