4358-87-6Relevant articles and documents
Efficient Synthesis of α-Hydroxy-β-ketoesters from Methyl Phenylglyoxalate and Acid Chlorides mediated by Titanium Trichloride
Araneo, Silvia,Clerici, Angelo,Porta, Ombretta
, p. 2213 - 2216 (1994)
Methyl phenylglyoxalate and acid chlorides undergo rapid condensation reactions on treatment with a TiCl3-THF/CH2Cl2 solution, in the presence of pyridine, at room temperature.
Solvent Effect in the Reduction of α-Keto Esters by Aqueous Titanium Trichloride
Clerici, Angelo,Porta, Ombretta
, p. 5099 - 5104 (1987)
In the reduction of 1 by Ti(III) ion the dimeric 3 or monomeric 4 reduction products could be made to predominate by the choice of the solvent.It is found that (a) dimerization, via coupling of two radicals 2, increases with increasing simultaneously the dielectric constant and the hydrogen ion concentration of the reaction medium and (b) alcohol formation, which occurs via electron transfer between radical species having different redox potentials, increases with decreasing the hydrogen ion concentration of the medium.Under appropriate reaction conditions, the dimerization process is partially stereoselective.Reaction mechanisms are proposed which account for the ratio of both dimer / alcohol and meso / dl under different experimental conditions.
Efficient synthesis of α-aryl serine derivatives via three-component reactions of aryldiazoacetates, anilines and formaldehyde
Wang, Chengjin,Liu, Shunying,Xing, Dong,Wang, Xin,Wu, Xiang,Hu, Wenhao
, p. 11203 - 11208 (2013)
A three-component reaction based on trapping of ammonium ylides with formaldehyde was first reported. This reaction offers a new strategy for the synthesis of α-aryl serine derivatives and can be extended to the preparation of α-aryl threonine derivatives. Synthetic application of the three component reaction for the preparation of hydroquinoxaline derivative was also demonstrated.
Design, synthesis and antifungal evaluation of novel mandelic acid derivatives containing a 1,3,4-oxadiazothioether moiety
Hou, Shuaitao,Xie, Dewen,Yang, Jingxin,Niu, Xue,Hu, Deyu,Wu, Zhibing
, p. 166 - 174 (2021/05/29)
A series of novel mandelic acid derivatives containing a 1,3,4-oxadiazothioether moiety were designed and synthesized. Bioassay results showed that some target compounds exhibited certain antifungal activity against six kinds of pathogenic fungi in vitro. Among the compounds, the EC50 values of T41 against Gibberella saubinetii, Verticillium dahlia and Sclerotinia sclerotiorum were 31.0, 27.0 and 32.1?μg/ml, respectively, and the EC50 value of T14 against S. sclerotiorum was 14.7?μg/ml. The antifungal activity against the resistant fungus S. sclerotiorum indicated that this series of target compounds may have the similar action modes or sites as the commercialized succinate dehydrogenase inhibitor carboxin. A morphological study with fluorescence microscope demonstrated that T41 can significantly destroy the membrane integrity of G. saubinetii.
Preparation method of carboxylic ester compound
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Paragraph 0053-0054, (2021/03/30)
The invention relates to a preparation method of a carboxylic ester compound, which comprises the following steps: reacting carboxylic acid with methanol in air under the catalysis of nitrite to obtain an ester compound, the preparation method disclosed by the invention has the advantages of rich raw material sources, cheap and easily available catalyst, mild reaction conditions, simplicity and convenience in operation and the like, a series of fatty carboxylic acids can be modified with high yield, and particularly, the traditional esterification method is generally not suitable for esterification of drug molecules. By utilizing the method, a series of known drug molecules can be modified, so that a shortcut is provided for discovering new drug molecules.
Copper on charcoal: Cu0nanoparticle catalysed aerobic oxidation of α-diazo esters
Chu, Changhu,Dong, Wenwen,Lin, Jia,Teng, Jiangge,Wang, Zhiwei,Zhao, Rong
supporting information, p. 6120 - 6126 (2021/07/21)
By using a charcoal supported nano Cu0catalyst (Cu/C), a highly efficient oxidation of α-diazo esters to α-ketoesters with molecular oxygen as the sole oxidant has been developed. In the presence of the Cu/C catalyst, 2-aryl-α-diazo esters with both electron-donating and electron-withdrawing groups can be oxidized to the corresponding α-ketoesters efficiently. Furthermore, this Cu/C catalyst can catalyse the reaction of aryl α-diazo ester with water to form aryl ketoester, 2-aryl-2-hydroxyl acetate ester and 2-aryl acetate ester. In this case, water is split by α-diazo ester, and the diazo group is displaced by the oxygen or hydrogen atom in water. Mechanistic investigation showed that the reaction of α-diazo ester with oxygen proceeds through a radical pathway. In the presence of 2,2,6,6-tetramethyl piperidine nitrogen oxide, the reaction of α-diazo ester with oxygen is dramatically inhibited. Furthermore, the reaction of α-diazo ester with water is investigated by an isotopic tracer method, and GCMS detection showed that a disproportionation reaction occurred between α-diazo ester and water.
