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.

Key words

3-aminoquinolin-4(1H)-one - pyridinium salt - one-pot synthesis - fluorescence - microwave irradiation - quinoline - zwitterion

Publication History

Received: 13 February 2025

Accepted after revision: 11 March 2025

Accepted Manuscript online:
11 March 2025

Article published online:
31 March 2025

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