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Reactions of esters of cyclopropylfurancarboxylic acids in the system paraform-hydrogen chloride-zinc chloride and phosphorylation of reaction products

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Abstract

Ethyl 2- and 5-cyclopropylfuran-3-carboxylates react with the system comprising Paraform, hydrogen chloride, and zinc chloride to form chloromethyl derivatives. This process is accompanied by selective cleavage of the cyclopropane ring, leading to appearance of a γ-chloropropyl fragment. Phosphorylation of the resulting halides with sodium diethyl phosphite in benzene involves exclusively the chloromethyl group.

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REFERENCES

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  2. Epshtein, A.E., Izv Akad. Nauk SSSR, Ser. Khim., 1978, no 2, pp. 500–503.

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Translated from Zhurnal Obshchei Khimii, Vol. 74, No. 8, 2004, pp. 1279–1281.

Original Russian Text Copyright © 2004 by Pevzner.

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Pevzner, L.M. Reactions of esters of cyclopropylfurancarboxylic acids in the system paraform-hydrogen chloride-zinc chloride and phosphorylation of reaction products. Russ J Gen Chem 74, 1182–1184 (2004). https://doi.org/10.1007/s11176-005-0134-0

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  • DOI: https://doi.org/10.1007/s11176-005-0134-0

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