Synthesis and Characterization of Three New Furan-Containing Terpyridine Derivatives

Three new terpyridine derivatives which contain a pendant furan heterocycle have been prepared and characterized. The first two, 4′-(4,5-dimethylfuran-2-yl)-2,2′:6′,2″-terpyridine (1) and 4′-((1,3-dioxolan-2-yl)furan-2-yl)-2,2′:6′,2″-terpyridine (2), are obtained through the reaction of 2-acetylpyridine and suitable furaldehydes using the Kröhnke reaction. The last one, 4′-(5-formylfuran-2-yl)-2,2′:6′,2′’-terpyridine (3) is obtained via acidic hydrolysis of the acetal onto terpyridine (2). The structures of these new compounds are confirmed using different analytical techniques such as NMR and infrared spectroscopy (ATR-IR) as well as by High Resolution Mass Spectrometry (HRMS).

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Journal
Molbank
Published
2025-12-02
DOI
https://doi.org/10.3390/m2098
Primary Topic
Multicomponent Synthesis of Heterocycles
Type
article
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article

Synthesis and Characterization of Three New Furan-Containing Terpyridine Derivatives

Jérôme Husson
Molbank
Multicomponent Synthesis of Heterocycles
article

Synthesis and Characterization of Three New Furan-Containing Terpyridine Derivatives

Jérôme Husson
article en

Abstract

Three new terpyridine derivatives which contain a pendant furan heterocycle have been prepared and characterized. The first two, 4′-(4,5-dimethylfuran-2-yl)-2,2′:6′,2″-terpyridine (1) and 4′-((1,3-dioxolan-2-yl)furan-2-yl)-2,2′:6′,2″-terpyridine (2), are obtained through the reaction of 2-acetylpyridine and suitable furaldehydes using the Kröhnke reaction. The last one, 4′-(5-formylfuran-2-yl)-2,2′:6′,2′’-terpyridine (3) is obtained via acidic hydrolysis of the acetal onto terpyridine (2). The structures of these new compounds are confirmed using different analytical techniques such as NMR and infrared spectroscopy (ATR-IR) as well as by High Resolution Mass Spectrometry (HRMS).

MolbankVol. 2025(4)
Institut UTINAM (FR), Université Marie et Louis Pasteur (FR)
Openalex Percentile: Top 71%
Multicomponent Synthesis of Heterocycles
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