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New transformations of 3-acetyl-5-(alkoxymethyl)tetrahydrofuran-2-ones

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Abstract

Alkylation of 3-acetyl-5-(alkoxymethyl)tetrahydrofuran-2-ones gave 3-acetyl-5-(alkoxymethyl)-tetrahydrofuran-2-ones containing various substituents in position 3 of the heterocycle. Bromination of the latter afforded 3-(bromoacetyl) derivatives which reacted with various nucleophiles to produce derivatives containing benzimidazole, 2-amino-1,3-thiazole, 3-chloropyridine, and 3,5-dibromopyridine fragments together with the butanolide ring.

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Authors and Affiliations

  1. Yerevan State University, ul. Aleka Manukyana 1, Yerevan, 0025, Armenia

    T. V. Ghochikyan, V. S. Harutyunyan, M. A. Samvelyan & E. V. Harutyunyan

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  1. T. V. Ghochikyan
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  2. V. S. Harutyunyan
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  3. M. A. Samvelyan
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  4. E. V. Harutyunyan
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Correspondence to M. A. Samvelyan.

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Original Russian Text © T.V. Ghochikyan, V.S. Harutyunyan, M.A. Samvelyan, E.V. Harutyunyan, 2014, published in Zhurnal Organicheskoi Khimii, 2014, Vol. 50, No. 10, pp. 1473–1480.

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Ghochikyan, T.V., Harutyunyan, V.S., Samvelyan, M.A. et al. New transformations of 3-acetyl-5-(alkoxymethyl)tetrahydrofuran-2-ones. Russ J Org Chem 50, 1456–1464 (2014). https://doi.org/10.1134/S1070428014100108

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  • DOI: https://doi.org/10.1134/S1070428014100108

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