One-Pot Synthesis of Fluorescent 3-Amino-2-arylquinolin-4(1H)-ones from Isatoic Anhydride and 1-(2-Oxo-2-arylethyl)pyridinium Salts

Abstract A one-pot method is proposed for the synthesis of 3-amino-2-arylquinolin-4(1H)-ones based on intermolecular cyclocondensation of isatoic anhydride and 1-(2-oxo-2-arylethyl)pyridinium salts in a basic medium followed by decomposition of pyridinium to amine by the action of hydrazine hydrate. The solutions of all the obtained amines emit in the blue-green region of the visible spectrum with a fluorescence quantum yield of up to 0.59 when irradiated with ultraviolet or violet light.

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Publication Details

Journal
Synthesis
Published
2025-03-11
DOI
https://doi.org/10.1055/a-2556-3115
Citations
2
Primary Topic
Synthesis of heterocyclic compounds
Type
article
Field-Weighted Citation Impact
1.87

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article

One-Pot Synthesis of Fluorescent 3-Amino-2-arylquinolin-4(1H)-ones from Isatoic Anhydride and 1-(2-Oxo-2-arylethyl)pyridinium Salts

Vladislav Yu. Shuvalov, Anastasiya V. Petrova, Антон Л. Шацаускас, Alexander S. Fisyuk et al.
2 citations
Synthesis
Synthesis of heterocyclic compounds
1.87
article

One-Pot Synthesis of Fluorescent 3-Amino-2-arylquinolin-4(1H)-ones from Isatoic Anhydride and 1-(2-Oxo-2-arylethyl)pyridinium Salts

Vladislav Yu. Shuvalov, Anastasiya V. Petrova, Антон Л. Шацаускас, Alexander S. Fisyuk, Tatyana Yu. Zheleznova, Sergey A. Kirnosov, Anastasia S. Kostyuchenko
article en
2 citations

Abstract

Abstract A one-pot method is proposed for the synthesis of 3-amino-2-arylquinolin-4(1H)-ones based on intermolecular cyclocondensation of isatoic anhydride and 1-(2-oxo-2-arylethyl)pyridinium salts in a basic medium followed by decomposition of pyridinium to amine by the action of hydrazine hydrate. The solutions of all the obtained amines emit in the blue-green region of the visible spectrum with a fluorescence quantum yield of up to 0.59 when irradiated with ultraviolet or violet light.

SynthesisVol. 57(12)
Omsk State Technical University (RU), Omsk State University (RU)
Russian Science Foundation
Openalex Percentile: Top 17%
Synthesis of heterocyclic compounds
1.87
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