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

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.

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Publication Details

Journal
Beilstein Journal of Organic Chemistry
Published
2026-01-28
DOI
https://doi.org/10.3762/bjoc.22.13
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.00

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article

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

Wim Dehaen, Tetyana Beryozkina, Вера С. Берсенева, Igor V. Trushkov et al.
Beilstein Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
article

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

Wim Dehaen, Tetyana Beryozkina, Вера С. Берсенева, Igor V. Trushkov, Vasiliy A Bakulev, Vladimir T Abaev, Vladimir G Ilkin, Margarita Likhacheva
article en

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.

Beilstein Journal of Organic ChemistryVol. 22
Ural Federal University (RU), North-Caucasus Federal University (RU), North Ossetian State University (RU), N.D. Zelinsky Institute of Organic Chemistry (RU), KU Leuven (BE)
Russian Science Foundation
Clean water and sanitation
Openalex Percentile: Top 73%
Catalytic C–H Functionalization Methods
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