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Substituted Butanolides and Butenolides: XVII. Substituted 3-(Furan-2-ylmethylidene)furan-2(3H)-ones and 3-(Furan-2-ylmethylidene)dihydrofuran-2(3H)-ones

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Abstract

A number of furan-2-ylmethylidene-substituted lactones were synthesized by condensation of 5-alkylfuran-2(3H)-ones and 4-alkyldihydrofuran-2(3H)-ones with 5-substituted furan-2-carbaldehydes. The reactivity of furan-2(3H)-ones was higher than that of furan-2(5H)-ones due to formation of intermediate conjugated anion. The condensation of 4-alkyldihydrofuran-2(3H)-ones with furan-2-carbaldehydes required more severe conditions than the condensation with furan-2(3H)-ones. The substituent in the furan ring affects the reaction time and yield.

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Authors and Affiliations

  1. Kuban State Technological University, ul. Moskovskaya 2, Krasnodar, 350072, Russia

    L. A. Badovskaya, L. N. Sorotskaya, N. D. Kozhina & T. Ya. Kaklyugina

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  1. L. A. Badovskaya
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  2. L. N. Sorotskaya
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  3. N. D. Kozhina
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  4. T. Ya. Kaklyugina
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Correspondence to L. N. Sorotskaya.

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Original Russian Text © L.A. Badovskaya, L.N. Sorotskaya, N.D. Kozhina, T.Ya. Kaklyugin, 2018, published in Zhurnal Organicheskoi Khimii, 2018, Vol. 54, No. 7, pp. 1027–1030.

For communication XVI, see [1].

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Badovskaya, L.A., Sorotskaya, L.N., Kozhina, N.D. et al. Substituted Butanolides and Butenolides: XVII. Substituted 3-(Furan-2-ylmethylidene)furan-2(3H)-ones and 3-(Furan-2-ylmethylidene)dihydrofuran-2(3H)-ones. Russ J Org Chem 54, 1031–1034 (2018). https://doi.org/10.1134/S1070428018070102

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  • DOI: https://doi.org/10.1134/S1070428018070102

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