Synthesis and characterization of diphenyl quinoline and bromine‐activated diphenyl quinoline organic phosphors

Pimpalshende, D. M.; Dhoble, S.J.

doi:10.1002/bio.2569

Cited by 7 publications

(3 citation statements)

References 15 publications

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“…[5][6][7][8][9][10][11] Moreover, many quinoline derivatives exhibiting significant biological activities have been isolated from plants or systematically designed and synthesized. [12][13] Quinolines and their derivatives have been labelled as "Privileged Scaffolds" owing to their prevalent existence in natural and synthetic molecules that exhibit notable applications in pharmacological, agrochemical and electronic industries [14][15][16][17][18][19][20][21][22][23][24] (Figure 1).…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Applications of Asymmetric Catalysis Using Chiral Ligands Containing Quinoline Motifs

Dhayalan¹,

Dandela

Devi³

et al. 2022

SynOpen

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In the past decade, asymmetric synthesis of chiral ligands containing quinoline motifs, a family of natural products displaying a broad range of structural diversity and their metal complexes have become the most significant methodology for the generation of enantiomerically pure compounds of biological and pharmaceutical interest. This review provides comprehensive insight on the plethora of nitrogen-based chiral ligands containing quinoline motifs and organocatalysts used in asymmetric synthesis. However, it is circumscribed to the synthesis of quinoline-based chiral ligands and metal complexes, and their applications in asymmetric synthesis as a homogeneous and heterogeneous catalyst.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Applications of Asymmetric Catalysis Using Chiral Ligands Containing Quinoline Motifs

Dhayalan¹,

Dandela

Devi³

et al. 2022

SynOpen

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“…Quinolinic acid is a precursor in the synthesis of pesticides and herbicides, and 8-hydroxyquinoline is employed in liquid bandages . Likewise, several derivatives having complex structures have been investigated for the use in OLED’s and in nano- and chemo-sensors. , Besides, quinoline derivatives present important pharmacological applications due to their significant antimalarial, anti-inflammatory, antitumor, antibacterial and antiviral activities . Significant anticonvulsant and cardiovascular activities, as well as various central nervous system effects have also been reported.…”

Section: Introductionmentioning

confidence: 99%

“…Several 4-aminoquinolines have followed the success of chloroquine (4) as powerful antimalarial drugs and some bisquinolines and ferrocenyl−chloroquine conjugates have been studied for the treatment of resistant strains. 13−15 Moreover, N-(1-benzoyl)quinolin-4(1H)-one-2-carboxylates (5) have shown remarkable potential as anti-inflammatory drugs with reduced side effects, through the selective inhibition of cyclooxigenase-2; 16 more structure complex quinolines, as topotecan (6) and irinotecan (7), are already used in the treatment of ovarian and lung cancer, respectively.…”

Section: ■ Introductionmentioning

confidence: 99%

Synthesis of Quinolines: A Green Perspective

Batista

Pinto

Silva

2016

ACS Sustainable Chem. Eng.

104

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The quinoline scaffold is present in a vast number of natural compounds and pharmacologically active substances, comprising a significant segment of the pharmaceutical market. The classical methods for the synthesis of this heterocyclic skeleton require the use of expensive starting materials and high temperature conditions. Chemists play a fundamental role in the construction of a sustainable future through the pursuit of greener chemical processes. As so, the development of new synthetic methods using more efficient energy sources and less hazardous solvents as well as renewable and eco-friendly catalysts to attain the quinoline scaffold can provide significant environmental and economic advantages. This review unveils green methods used in the synthesis of quinolones. Important green metrics are calculated for each proposed method and the statistical analysis allowed us to propose the best approaches for further investigation. The applied research is eventually unveiling the full potential of Friedländer and/or multicomponent reactions, to improve atom economy. The quinoline structural motif is readily available through a number of classical synthetic routes and from commercially available reagents. The Friedländer synthetic method (A) from ortho-aminoacetophenones (10) and the Skraup (B), Combes (D) and Doebner-Miller (F) syntheses from anilines (11), as well as its adaptations, are good examples. Moreover, the Conrad-Limpach (C), Gould-Jacobs (E) and Camps (G) routes for the synthesis of quinolones are widely used methods (Scheme 1). Still, all classical methods have similar disadvantages, requiring highly acidic and/or oxidizing media, high temperatures and long reaction times.Moreover, most of these synthetic routes present selectivity problems with meta-substituted substrates and its versatility is limited by the reactivity of the methylenic carbon involved in the aldol reaction. 19 Although efficient and versatile, classical routes towards the synthesis of quinolines present serious environmental concerns as most synthetic routes use great excess of a reagents and produce a significant amount of toxic waste.

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Iodine‐Catalyzed Construction of Dihydrooxepines via 3‐Methyl‐5‐Pyrazolones C−H Oxidation/Functionalization of Quinolines Cascade

et al. 2021

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An efficient iodine‐catalyzed [3+3+1] annulation for the construction of dihydrooxepine scaffolds with quinoline units was developed. This strategy involves a seven‐membered dihydrooxepine with a broad substrate scope through a formal three‐component tandem reaction. Further derivation of the target product produced a trioxabicycle scaffold, which formed the basic core of natural products and pharmaceutical molecules.

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Synthesis and characterization of diphenyl quinoline and bromine‐activated diphenyl quinoline organic phosphors

Cited by 7 publications

References 15 publications

Synthesis and Applications of Asymmetric Catalysis Using Chiral Ligands Containing Quinoline Motifs

Synthesis and Applications of Asymmetric Catalysis Using Chiral Ligands Containing Quinoline Motifs

Synthesis of Quinolines: A Green Perspective

Iodine‐Catalyzed Construction of Dihydrooxepines via 3‐Methyl‐5‐Pyrazolones C−H Oxidation/Functionalization of Quinolines Cascade

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