104809-67-8Relevant academic research and scientific papers
DNA-binding properties and antioxidant activity of lanthanide complexes with the Schiff base derived from 3-carbaldehyde chromone and isonicotinyl hydrazine
Li, Yong,Yang, Zhengyin
, p. 1960 - 1968 (2010)
Structural analyses indicate that the ligand and lanthanide ions form mononuclear 10-coordinate ([Ln L2 (NO3)2] NO3 [Ln(III) = La, Sm, Nd, and Yb; L is chromone-3-carbaldehyde- (isonicotinoyl) hydrazone) complexes with 1 : 2 metal-to-ligand stoichiometry. DNA-binding studies show that the ligand and its lanthanide complexes can bind to calf thymus DNA via an intercalation mode with binding constants of 10 5 (mol L-1)-1, and the lanthanide complexes bind stronger than the free ligand alone. Antioxidant activities of the ligand and lanthanide complexes were determined by superoxide and hydroxyl radical scavenging methods in vitro. The ligand and complexes possess strong scavenging effects, and the lanthanide complexes show stronger antioxidant activities than the ligand and some standard antioxidants, such as vitamin C.
Oxidation of benzylic alcohols to carbonyls using tert-butyl hydroperoxide over pure phase nanocrystalline CeCrO3
Burange, Anand S.,Jayaram, Radha V.,Shukla, Rakesh,Tyagi, Avesh K.
, p. 27 - 31 (2013)
Nanocrystalline phase pure CeCrO3 was synthesized by a two step preparation method. The prepared material was characterized by techniques such as X-ray Diffraction (XRD), High Resolution Transmission Electron Microscopy (HR-TEM), EDX and SEM analysis. The catalytic activity of CeCrO3 was investigated for the oxidation of benzylic alcohols to the corresponding carbonyls using TBHP as oxidant. Oxidation of several structurally diverse primary and secondary benzylic alcohols were studied with the CeCrO 3/TBHP catalytic system. The catalyst exhibited significant catalytic activity and selectivity in most of the cases.
Change of Selectivity in the Photo-Fries Rearrangement of Phenyl Acetate Induced by β-Cyclodextrin
Veglia, Alicia V.,Sanchez, Ana M.,Rossi, Rita H. de
, p. 4083 - 4086 (1990)
The photolysis of phenyl acetate (1) in water and in solutions containing β-cyclodextrin (CD) leads to p-hydroxyacetophenone (2), o-hydroxyacetophenone (3), and phenol (4).There is a decrease in the total amount of rearrangement products when the reactions are carried out in the presence of oxygen, but the inhibition is less marked in the presence of CD.The / and /( + ) ratios increase from 2.4 to 3.7 and from 0.21 to 0.76 respectively when the CD concentration changes from 0 to 10 mM.These changes are due to the increase in the quantum yield for theformation of 3 and 4 in solutions containing CD.Under the conditions of this study, the substrate reacted in the bulk solution and in the cavity of CD.The quantum yields for the formation of 3 and 4, ΦCD3 and ΦCD4, are higher for the included substrate than the corresponding values for the free substrate.This effect is attributed to the fact that the reaction is taking place in a less polar microenvironment.Besides, ΦCD4 also increases due to the availability of hydrogens bonded to secondary carbons in the cavity of cyclodextrin.
Highly selective fries rearrangement over modified ZSM-5 catalysts
Subba Rao, Yarlagadda V.
, p. 7799 - 7800 (1993)
In the reaction of phenyl acetate over modified ZSM-5 catalysts, 2-hydroxy acetophenone was obtained in good yields. GaZSM-5 was the better catalyst for Fries rearrangement reactions.
A facile demethylation of ortho substituted aryl methyl ethers promoted by AlCl3
Du, Zhen-Ting,Lu, Jing,Yu, Hong-Rui,Xu, Yan,Li, An-Pai
, p. 222 - 227 (2010)
An efficient and practical demethylation of ortho substituted aryl methyl ethers using AlCl3 has been developed. This method gives a high conversion, is simple to operate and is cost-effective. A mechanism involving the complexation of AlCl3 with the OMe and the adjacent electron withdrawing group is proposed. Many functional groups can be tolerated in the demethylation process, and 29 examples gave a demethylated product in a yield of 90-98%.
The Photo-Fries Rearrangement in the Presence of Potassium Carbonate: A Convenient Synthesis of ortho-Hydroxyacetophenones
Garcia, Hermenegildo,Primo, Jaime,Miranda, Miguel Angel
, p. 901 - 902 (1985)
Phenyl acetates 1 are converted into o-hydroxyacetophenones 2 in 78-90percent yields by photolysis in hexane solution in the presence of potassium carbonate.
Ligand-Promoted Pd-Catalyzed Oxime Ether Directed C-H Hydroxylation of Arenes
Liang, Yu-Feng,Wang, Xiaoyang,Yuan, Yizhi,Liang, Yujie,Li, Xinyao,Jiao, Ning
, p. 6148 - 6152 (2015)
An efficient Pd-catalyzed oxime ether directed ortho C-H hydroxylation of arenes under neutral conditions has been developed. The efficiency of this hydroxylation is significantly improved by a ligand. Oxone, an inexpensive, readily available, and safe reagent, was employed as terminal oxidant and oxygen source. The challenging electron-deficient substrates could also be monohydroxylated in high efficiency. Drug modification with this protocol was also successfully demonstrated.
Selective cleavage of phenolic tert-butyldimethylsilyl ethers using simple organic nitrogen bases
Zhu, Jian Rong,Xue, Ji Jun,Li, Wen Ze,Chen, Xue Song,Li, Ying
, p. 273 - 276 (2010)
Simple organic nitrogen bases, such as Et3N, pyridine, DBU, etc., were found to be convenient and useful reagents for deprotection of TBDMS groups on acidic hydroxyl groups. The efficiency of these bases has an apparent order: 1° amine > 2° amine > 3° amine and aliphatic base > aromatic base. In aqueous DMSO and at room temperature, phenolic TBDMS ethers were removed selectively in the presence of alcoholic TBDMS ethers. And catalytic base can make these reactions complete. This method is high-yielding, fast, clean, safe and cost-effective.
Synthesis and anti-inflammatory activity of 2-oxo-2H-chromenyl and 2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates
Bhimapaka, China Raju,Karri, Shailaja,Kuncha, Madhusudana,Kurma, Siva Hariprasad,Sistla, Ramakrishna
, (2020)
Cycloaddition reaction of 4-chloro-2-oxo-2H-chromene-3-carbaldehydes (3a-g) and 4-chloro-2H-chromene-3-carbaldehydes (7a-h) with activated alkynes (4a-b) provided the 2-oxo-2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates (5a-n) and 2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates (8a-p). All the prepared compounds were screened for anti-inflammatory activity. In vitro anti-inflammatory activity data demonstrated that the compounds 5g, 5i, 5k-l and 8f are effective among the tested compounds against TNF-α (1.108 ± 0.002, 0.423 ± 0.022, 0.047 ± 0.001, 0.070 ± 0.002 and 0.142 ± 0.001 μM) in comparison with standard compound Prednisolone (0.033 ± 0.002 μM). Based on in vitro results, three compounds (5i, 5k and 8f) have been selected for in vivo experiments and these compounds are identified as better compounds with respect to anti-inflammatory activity in LPS induced mice model. Compound 5i was identified as potent and showed significant reduction in TNF-α and IL-6.
Cu(I)/sucrose-catalyzed hydroxylation of arenes in water: The dual role of sucrose
Murata, Shigeo,Takagi, Mio,Takita, Ryo,Watanabe, Ayako,Watanabe, Kohei
, p. 7827 - 7831 (2020)
A protocol for the hydroxylation of aryl halides catalyzed by copper(I) and sucrose in neat water has been developed. The dual role of sucrose, the reaction pathway, and the high selectivity for hydroxylation were investigated using a combination of experimental and theoretical techniques. This journal is
