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

Beilstein Journal of Organic Chemistry 2026 Open access

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Authors: Vladimir G. Ilkin, Margarita D Likhacheva, Igor V. Trushkov, Tetyana Beryozkina, Vera S. Berseneva, Vladimir T. Abaev, Wim Dehaen, Vasiliy Alekseevich Bakulev
DOI: 10.3762/bjoc.22.13
Cited by: 0
References: 52

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.

Fields of Study & Subjects

Synthesis of heterocyclic compounds Synthesis and Reactivity of Sulfur-Containing Compounds Chemical Synthesis and Reactions

Publication details

Journal / source
Beilstein Journal of Organic Chemistry
Volume
22
Pages
192–204
Publication date
28 January 2026
Language
EN