Chemistry and Applications of 4-Hydroxyquinolin-2-one and Quinoline-2,4-dionebased Compounds

Synthesis of Bis(1,2,3-Triazole) Functionalized Quinoline-2,4-Diones

“…Although N -alkylation of the lactam group usually takes place preferentially in quinoline-2,4(1 H ,3 H )-diones [10], the competitive O -alkylation has been documented in similar systems [19]. The N1 position of thus introduced propargyl group in 7 was confirmed by 2D NMR spectroscopy in particular by the presence of the long-range correlations between the propargyl methylene protons and carbon atoms C-8a and C-2 in the 1 H- 13 C HMBC spectra (in 7a , c , d ) as well as N1 nitrogen atom in the 1 H– 15 N gs -HMBC spectrum (in 7a ).…”

“…As part of our endeavor in quinoline-2,4-dione chemistry [10] as well as functional click triazoles [11,12] and their applications [13], we became interested in the synthesis of bis(1,2,3-triazole) functionalized quinoline-2,4-diones 2 that may potentially serve as functional scaffolds in coordination chemistry, molecular sensing and biochemistry. It is noteworthy that many compounds with the quinoline-2,4-dione structure were isolated from fungi, bacteria and plants, possessing broad range of interesting biological activities in vitro and in vivo [10].…”

“…It is noteworthy that many compounds with the quinoline-2,4-dione structure were isolated from fungi, bacteria and plants, possessing broad range of interesting biological activities in vitro and in vivo [10]. Herein we report an approach to quinoline-2,4-diones unsymmetrically substituted with two click triazoles, an extensive 1 H, 13 C, and 15 N NMR spectral analyses, and a preliminary investigation of their chelating properties towards arene-ruthenium.…”

Aryl and heteroaryl azo dyes derived from 6, 8‐dichloro‐4‐hydroxyquinolin‐2 (1H)‐one: synthesis, characterisation, solvatochromism and spectroscopic properties

“…In this regard, over the past 15 years, interest in quinoline‐2‐one derivatives has been growing due to their potential biological and chemical benefits . Quinoline‐2‐one is an important structural moiety in a variety of natural and synthetic products that possess significant pharmaceutical properties .…”

“…[3][4][5] In this regard, over the past 15 years, interest in quinoline-2-one derivatives has been growing due to their potential biological and chemical benefits. [6][7][8][9][10] Quinoline-2-one is an important structural moiety in a variety of natural and synthetic products that possess significant pharmaceutical properties. 10,11 There are many papers that have reported the synthesis and properties of quinoline-2-ones and a large number of their derivatives.…”