A novel substrate directed multicomponent reaction for the syntheses of tetrahydro-spiro[pyrazolo[4,3-f]quinoline]-8,5′-pyrimidines and tetrahydro-pyrazolo[4,3-f]pyrimido[4,5-b]quinolines via selective multiple C–C bond formation under metal-free conditions

In this communication, we wish to report a click, simple and efficient one‐pot four component synthesis of a new series of 3‐(2‐(2,4,5‐triphenyl‐1H‐imidazol‐1‐yl)ethyl)‐1H‐indoles using catalytic quantity of acetic acid. The synthesized compounds were evaluated for their in‐vitro antibacterial activity against gram‐positive (Staphylococcus aureus) and gram‐negative (Escherichia coli) bacteria. Tetracycline was used as standard in this antibacterial investigation. The present protocol has several advantages such as excellent yields, very shorter reaction time, operational simplicity, mild reaction conditions, easy work up, inexpensive, easily available catalyst and starting materials, a cleaner reaction media and no need for any chromatographic separation techniques. The synthesized compounds were characterized by 1H, 13C‐NMR and ESI‐MS analyses.

show abstract

“…A plausible mechanism has been proposed in scheme 2. The mechanism is entirely consistent with previous literatures [42–53] …”

Section: Resultssupporting

confidence: 92%

Click Synthesis of Novel 3‐(2‐(2,4,5‐Triphenyl‐1H‐imidazol‐1‐yl)ethyl)‐1H‐indoles Catalyzed by Glacial Acetic Acid and their Antibacterial Evaluation

Tamilselvi

Lalitha

2021

ChemistrySelect

View full text Add to dashboard Cite

show abstract

“…It is an extremely effective technique in drug discovery, heterocyclic, and combinational chemistry. [1][2][3][4][5][6][7] Molecular hybridization is a good drug-design and development technique that focuses on combining various pharmacophores to create novel, pharmacologically-active molecules. The primary objective is to boost therapeutic efficacy while reducing side effects and preventing medication resistance.…”

Section: Introductionmentioning

confidence: 99%

Facile one-pot, three-component synthesis of novel fused 4H-pyrans incorporating 2-phenoxy-N-phenylacetamide core as novel hybrid molecules via Michael addition reaction

Abdelhamid¹,

Omar²,

Ragheb³

et al. 2022

Arkivoc

View full text Add to dashboard Cite

Multitarget-directed medicines (hybrid drugs) are an effective therapeutic option for multifactorial illnesses. In this study, novel 2-phenoxy-N-phenylacetamide hybrids with various heterocyclic scaffolds such as 2-amino-3cyano-4H-chromene, 2-amino-3-cyanopyrano[3,2-c]chromene, and 6-amino-5-cyano-1,4-dihydropyrano[2,3c]pyrazole were efficiently synthesized. A three-component reaction of the relevant 2-(4-formylphenoxy)-N-(aryl)acetamide with one equivalent of malononitrile and the appropriate active methylene reagent, such as dimedone, 4-hydroxycoumarine or 3H-pyrazol-3-one, is used as the synthesis approach. The structures of the novel compounds were confirmed using a variety of spectra.

show abstract

“…Furthermore, traditional solvent extraction process used a variety of solvents including water, ethanol, acetonitrile, ethanol, hexane, acetones, other organic solvents, and their mixtures. But these solvents have significant disadvantages such as (i) low selectivity, (ii) low capacity, (iii) low efficiency, (iv) poor solubility of BPA in solvents, and (v) the presence of residual solvent in the sample 4–8 . Additionally, these solvents have high volatility and toxicity which makes it difficult to extract BPA from the aquatic environment 9,10 .…”

Section: Introductionmentioning

confidence: 99%

Deep eutectic solvents on extraction of bisphenol A from water matrices: COnductor like Screening MOdel for Real Solvents prediction and experimental validation

Santhi

Ramalingam

Parthasarathy

et al. 2021

Asia-Pacific J Chem Eng

View full text Add to dashboard Cite

Densities of pure distilled water, tetra butyl ammonium bromide glycerol{[TBAB][Gly]}, and different concentration of aqueous bisphenol A (aq. BPA) (i.e., 25, 50, 75, and 100 ppm) were measured at different temperatures from 293.15–343.15 K. Further, densities of the pseudo binary mixtures of aq. BPA and {[TBAB][Gly]} over the entire mole fraction were measured at different temperatures from 293.15–343.15 K. From these measured density data, the solution thermodynamic properties of the pseudo binary mixtures of aq. BPA and {[TBAB][Gly]} were calculated, and the excess molar volume data were correlated using the Redlich–Kister polynomial equation. Furthermore, the σ‐profiles and σ‐potentials of all the studied species were generated and analyzied in terms of H‐bond donor and/or acceptor at atom and molecular levels. Finally, based on the results of aq. BPA with {[TBAB][Gly]}, tetra butyl ammonium bromide decanoic acid {[TBAB][DA]} and tetra butyl ammonium bromide oleic acid {[TBAB][OA]} based deep eutectic solvents were used for the removal of BPA from the aqueous stream at 298.15 K and 1 atm. This process was characterized in terms of distribution coefficient (D), extraction efficiency (η), and also thermodynamic feasibility of the process at different temperatures.

show abstract

A novel substrate directed multicomponent reaction for the syntheses of tetrahydro-spiro[pyrazolo[4,3-f]quinoline]-8,5′-pyrimidines and tetrahydro-pyrazolo[4,3-f]pyrimido[4,5-b]quinolines via selective multiple C–C bond formation under metal-free conditions

Abstract: Substrate selectivity in the novel multi-component reaction of 5-aminoindazole, barbituric acid derivatives and aldehyde is explored.

Cited by 38 publications

References 51 publications

Click Synthesis of Novel 3‐(2‐(2,4,5‐Triphenyl‐1H‐imidazol‐1‐yl)ethyl)‐1H‐indoles Catalyzed by Glacial Acetic Acid and their Antibacterial Evaluation

Click Synthesis of Novel 3‐(2‐(2,4,5‐Triphenyl‐1H‐imidazol‐1‐yl)ethyl)‐1H‐indoles Catalyzed by Glacial Acetic Acid and their Antibacterial Evaluation

Facile one-pot, three-component synthesis of novel fused 4H-pyrans incorporating 2-phenoxy-N-phenylacetamide core as novel hybrid molecules via Michael addition reaction

Deep eutectic solvents on extraction of bisphenol A from water matrices: COnductor like Screening MOdel for Real Solvents prediction and experimental validation

Contact Info

Product

Resources

About