1222-98-6Relevant articles and documents
CATALYZED SYNTHESIS OF CHALCONES UNDER INTERFACIAL SOLID-LIQUID CONDITIONS WITH ULTRASOUND.
Fuentes, A.,Marinas, J. M.,Sinisterra, J. V.
, p. 4541 - 4544 (1987)
The sonochemical synthesis of chalcones, catalyzed by an activated barium hydroxide catalyst under interfacial solid-liquid conditions, is carried out with very good yields.The sonochemical process takes place at room temperature and with a lower catalyst weight and reaction time than the thermal process.
Synthesis, anti-inflammatory, analgesic, COX-1/2 inhibition activities and molecular docking study of pyrazoline derivatives
Abdel-Sayed, Maged A.,Bayomi, Said M.,El-Sherbeny, Magda A.,Abdel-Aziz, Naglaa I.,Eltahir, Kamal Eldin H.,Shehatou, George S.G.,Abdel-Aziz, Alaa A.-M.
, p. 2032 - 2042 (2016)
Design, synthesis and pharmacological activities of a group of 1,3,5-trisubstituted pyrazolines were reported. The chemical structures of the synthesized compounds have been assigned on the basis of IR, MS, 1H NMR, and 13C NMR spectral analyses. The synthesized 1,3,5-trisubstituted pyrazoline derivatives were evaluated in vivo for anti-inflammatory, analgesic activities and in vitro for COX-1/2 inhibition assay. Among the tested compounds, derivatives 4h, 6e, 7a, 7e, and 9 showed more potent anti-inflammatory and analgesic activities than the reference drug celecoxib. On the basis of their higher activities in the in vivo studies compared with celecoxib, the five compounds 4h, 6e, 7a, 7e and 9 were selected to test their inhibitory activities against ovine COX-1/2 using an in vitro cyclooxygenase inhibition assay. Docking study of compounds 7a, 7e and 9 into the COX-2 binding site revealed a similar binding mode to SC-558, a selective COX-2 inhibitor.
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Offenhauer,R.D.,Nelsen,S.F.
, p. 775 - 777 (1968)
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Efficient aldol condensation by using modified CaO as solid-base catalysts
Tang, Ying,Chen, Gang,Lu, Yong
, p. 937 - 946 (2012)
A new type of solid-base catalyst for aldol condensation reaction was prepared by modifying commercial CaO with benzyl bromide in a simple way. It was found that modified CaO can effectively catalyze the aldol condensation of acetophenone and benzaldehyde to produce chalcone with a high conversion and good selectivity. The catalyst gave a higher yield (90.5%) of chalcone than commercial CaO. The high catalytic activity and stability of this catalyst was related to the organic modifier with a hydrophilic functional group that improved the diffusion of grease to the catalyst surface and prevented its hydration. The influence of several reaction parameters, such as temperature, catalyst loading and the moisture absorption rate of modified CaO, was investigated. From the results, the basic centers of modified CaO are stable and hardly poisoned by CO2 unlike commercial CaO. The catalyst was completely recyclable without significant loss in activity up to five reaction cycles. Moreover, this catalyst showed a promising future in providing an environmentally clean process for the industrial sector. Springer Science+Business Media B.V. 2011.
An efficient one-pot synthesis of 2,3-epoxyl-1,3-diaryl-1-propanone directly from acetophenones and aromatic aldehydes under ultrasound irradiation
Li, Ji-Tai,Yin, Ying,Sun, Ming-Xuan
, p. 363 - 366 (2010)
A convenient and efficient one-pot synthesis of 2,3-epoxyl-1,3-diaryl-1-propanone directly from acetophenones and aromatic aldehydes under ultrasound irradiation at room temperature has been described. In comparison to two-step methods, the present procedure has the advantages of mild conditions, shorter reaction time, without isolation of any intermediate, saves energy and no requirement of toxic solvent.
Mechanism of the Conant-Swan Fragmentation and the Formation of Monomeric Metaphosphate Ion
Calvo, Kim C.,Westheimer, F. H.
, p. 4205 - 4210 (1984)
The decomposition of PhCH(PO32-)CHBrCOPh (I) to yield bromide ion, chalcone, and monomeric metaphosphate ion, PO3-, occurs cleanly in methanol at 25 deg C with a rate constant of 69 s-1.Only in the presence of strong base are phosphonic acids fully ionized in methanol, but the reaction is shown to be that of the dianion, and the rate is unaffected by additional nucleophiles.Substitution of a p-methoxyl group into the first phenyl group of I increases the rate about 25-fold and indicates that the formation of the double bond occurs in the rate-limiting step of the overall process; this and additional data rule out the formation of a phostone as intermediate.The reaction thus appears to be a simple fragmentation, where free monomeric metaphosphate is formed.
High efficient Aldol condensation reaction utilizing modified calcium oxide as stable solid base catalyst
Wang, Jin,Yan, Tianlan,Tang, Ying,Miao, Yanqing
, p. 439 - 445 (2016)
Aldol condensation of acetophenone and benzaldehyde, as well as various benzaldehydes was carried out efficiently to produce chalcone with a good selectivity and high yields by using modified CaO as a solid base catalyst. Stability and catalytic activity of commercial CaO were significantly improved after modifying calcium oxide with bromobenzene in a simple way. An Aldol yield higher than 98.9% was obtained after the reaction was conducted for 3 h. This time interval is considerably shorter when compared to a period of 12 h needed for the commercial CaO to reach 92.1% yield under optimum activation. The high catalytic activity of modified CaO suggests that heterogeneous aldolisation was greatly improved by changing its hydrophilic properties. The influence of several reaction parameters, such as temperature and catalyst loading, was investigated. The humidity test over modified CaO reveals that the basic sites of modified CaO are resistant to CO2 and moisture. The type of aldehyde has great influence on the yield of Aldol condensation. Based on the results of characterization by Fourier transform-infrared spectrometry (FT-IR) and thermogravimetric measurements (TG), it was concluded that the modifier was chemically bonded to the surface of CaO and nearly no Ca(OH)2 was formed during the modification process.
Efficient base-free asymmetric one-pot synthesis of spiro[indoline-3,3′-pyrrolizin]-2-one derivatives catalyzed by chiral organocatalyst
Chithiraikumar, Chinnadurai,Ponmuthu, Kottala Vijaya,Harikrishnan, Muniyasamy,Malini, Nelson,Sepperumal, Murugesan,Siva, Ayyanar
, p. 895 - 909 (2020/10/29)
A 1,3-dipolar cycloaddition reaction has been performed under organocatalytic conditions with high enantioselectivity by the utilization of bipyridine-based chiral quaternary ammonium bromide as an organocatalyst. Here, the reaction of 1,3-dipolar cycloaddition of azomethine ylide generated in situ from the decarboxylative condensation of α-amino acids and non-enolizable 1,2-diketones to the above dipolarophiles takes place.
Microwave-assisted synthesis of novel pyrazole derivatives and their biological evaluation as anti-bacterial agents
Khodadad, Hadis,Hatamjafari, Farhad,Pourshamsian, Khalil,Sadeghi, Babak
, p. 695 - 700 (2021/06/15)
Aims and Objectives: Microwave-assisted condensation of acetophenone 1 and aromatic aldehydes 2 gave chalcone analogs 3, which were cyclized to pyrazole derivatives 6a-f via the reaction with hydrazine hydrate and oxalic acid in the presence of the catalytic amount of acetic acid in ethanol. Materials and Methods: The structural features of the synthesized compounds were characterized by melting point, FT-IR,1H,13C NMR and elemental analysis. Results: The antibacterial activities of the synthesized pyrazoles were evaluated against three gram-positive bacteria, such as Enterococcus durans, Staphylococcus aureus, Bacillus subtilis and two gram-negative bacteria such as Escherichia coli and Salmonella typhimurium. Conclusion: All the synthesized pyrazoles showed relatively high antibacterial activity against S. aureus strain, and none of them demonstrated antibacterial activity against E. coli.