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Molbank, Volume 2024, Issue 3 (September 2024) – 3 articles

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6 pages, 1817 KiB  
Short Note
Perfluoro-3-ethyl-1,2,3,10b-tetrahydrofluoranthene
by Vladislav V. Komarov, Vyacheslav I. Krasnov, Victor M. Karpov, Dmitriy A. Parkhomenko and Tatyana V. Mezhenkova
Molbank 2024, 2024(3), M1842; https://doi.org/10.3390/M1842 (registering DOI) - 25 Jun 2024
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Abstract
The title compound was synthesized from perfluoro-1-ethyltetralin and 1,2,3,4-tetrafluorobenzene under the action of antimony pentafluoride as a mixture of cis- and trans-isomers in a 71% isolated yield. The structure and cis-/trans-configuration of the isomers were determined by NMR [...] Read more.
The title compound was synthesized from perfluoro-1-ethyltetralin and 1,2,3,4-tetrafluorobenzene under the action of antimony pentafluoride as a mixture of cis- and trans-isomers in a 71% isolated yield. The structure and cis-/trans-configuration of the isomers were determined by NMR (19F, 13C), 19F–19F COSY, and 19F–19F NOESY 2D NMR spectroscopy. Full article
(This article belongs to the Section Organic Synthesis)
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11 pages, 2993 KiB  
Communication
Structural Elucidation of a New Puzzling Compound Emerged from Doebner Quinoline Synthesis
by Cristina Maria Al-Matarneh and Alina Nicolescu
Molbank 2024, 2024(3), M1841; https://doi.org/10.3390/M1841 - 24 Jun 2024
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Abstract
The quinoline ring is found in many biologically active natural alkaloids and is still being highly exploited by researchers due to its numerous potential applications in fields ranging from pharmacology to material science. During our synthetic attempts for new quinoline-4-carboxylic acids, using an [...] Read more.
The quinoline ring is found in many biologically active natural alkaloids and is still being highly exploited by researchers due to its numerous potential applications in fields ranging from pharmacology to material science. During our synthetic attempts for new quinoline-4-carboxylic acids, using an extended version of the Doebner reaction, a new puzzling compound emerged when para-iodine aniline was reacted with salicylaldehyde and pyruvic acid in acetic acid as a reaction medium. The chemical structure of this new compound was established based on the information obtained from 1D and 2D NMR experiments (1H-, 13C-, and 15N-NMR), corroborated with MS spectrometry and IR spectroscopy. The photophysical properties (UV–vis and fluorescence) were also investigated. The proposed structure contains as the main elements a 1,4-dioxane-2,5-dione core symmetrically substituted with a propylidene chain that has attached to it a salicylaldehyde fragment and a pyrrole-2-one ring containing two 4-iodophenyl fragments. The isolation of this compound, reported here for the first time, is direct evidence that unexpected compounds can emerge from “classical” synthetic pathways when the right components are combined. Full article
(This article belongs to the Section Structure Determination)
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5 pages, 648 KiB  
Communication
Ethyl 5-Hydroxy-2-methyl-1-(pyridin-2-ylmethyl)benzo[g]indole-3-carboxylate
by Giuseppe Satta, Silvia Gaspa, Lidia De Luca, Luisa Pisano and Massimo Carraro
Molbank 2024, 2024(3), M1840; https://doi.org/10.3390/M1840 - 24 Jun 2024
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Abstract
Indole ring is widely represented in natural compounds, as well as in a great variety of drugs. In this paper, the synthesis of a 5-hydroxybenzoindole derivative carrying a pyridyl substituent on position 1 is reported. The method involved no chromatography for purification and [...] Read more.
Indole ring is widely represented in natural compounds, as well as in a great variety of drugs. In this paper, the synthesis of a 5-hydroxybenzoindole derivative carrying a pyridyl substituent on position 1 is reported. The method involved no chromatography for purification and used solvents and catalysts of very low toxicity. Full article
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