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Base-promoted deacylation of 2-acetyl-2,5-dihydrothiophenes and their oxygen-mediated hydroxylation

Year: 2026
Type: article
Abstract: Solvent-dependent transformations of polysubstituted 2-acetyl-2,5-dihydrothiophenes to the corresponding 2-hydroxy- or deacetylated derivatives are described. The treatment of a methanolic solution of the dihydrothiophene substrates with sodium methoxide afforded the deacylated products. Conversely, the treatment with sodium ethoxide in an oxygen saturated ethanolic solution produced 2-hydroxy substituted 2,5-dihydrothiophenes.
DOI: 10.3762/bjoc.22.13
Authors: Vladimir G Ilkin, Margarita Likhacheva, Igor V Trushkov, Tetyana V Beryozkina, Vera S Berseneva, Vladimir T Abaev, Wim Dehaen, Vasiliy A Bakulev
Institutions: Ural Federal University, Russian Academy of Sciences, N.D. Zelinsky Institute of Organic Chemistry, North-Caucasus Federal University, North Ossetian State University, KU Leuven
Language: English
Field: Chemistry
Open Access status: diamond
OpenAlex ID: W7125990460
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Cites: 52
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