Synthesis and Reactivity of 2-Acetylthiophenes Derivatives

Thiophene is a five-membered sulfur containing a heteroaromatic ring. Its presence in compounds of therapeutic interest is remarkable, leading to various studies to develop strategies to synthesize new biologically active thiophene analogues. Due to the presence of a ketone function, 2-acetylthiophe...

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Bibliographic Details
Published inChemistry Proceedings Vol. 14; no. 1; p. 112
Main Authors Hadjer Missoum, Yazid Datoussaid, Noureddine Choukchou-braham, Julio A. Seijas, Maria Pilar Vázquez-Tato
Format Journal Article
LanguageEnglish
Published MDPI AG 01.11.2023
Subjects
3-chloroacrolein
biologically active thiophene
heterocycle
thiophene
Vilsmeier–Haack
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Summary:Thiophene is a five-membered sulfur containing a heteroaromatic ring. Its presence in compounds of therapeutic interest is remarkable, leading to various studies to develop strategies to synthesize new biologically active thiophene analogues. Due to the presence of a ketone function, 2-acetylthiophenes derivatives are good intermediates to prepare such important compounds. Since its discovery, the Vilsmeier–Haack reaction has always been a subject of great interest to organic chemists and continues to attract considerable attention. It is a powerful tool in organic chemistry. This reagent is widely used for the chloroformylation of ketones leading to 3-chloroacroleins, which are scaffolds to prepare 5-aryl-2-acetylthiophenes derivatives. Our team aimed to develop and functionalize heterocyclic compounds with promising biological and pharmacological activities, including some new concepts of green chemistry; as a part of our research, different derivatives of 5-aryl-2-acetylthiophenes were achieved in good yields and then used to prepare the new compounds.
ISSN:2673-4583
DOI:10.3390/ecsoc-27-16132