57409-49-1Relevant academic research and scientific papers
Five-membered 2,3-Dioxoheterocycles. XLIV. Synthesis and Nucleophilic Reactions of 5-(β-Styryl)-2,3-dihydro-2.3-furandione
Shurov,Porvintsev,Kosvintseva,Andreichikov
, p. 1116 - 1124 (2007/10/03)
Cyclization of cinnamoylpyruvic acid results in 5-(β-styryl)-2,3-dihydro-2.3-furandione. Its reactions were studied with nucleophilic reagents: water, alcohols, acetone oxime, amines, o-aminophenol, and o-phenylenediamine. Geometric and electronic structure of cinnamoylpyruvic acid, 5-(β-styryl)-2,3-dihydro-2.3-furandione, and mechanism of formation of methyl cinnamoylpyruvate was investigated by quantum-chemical LCAO MO method in AMI approximation.
Inhibitors of Glycolic Acid Oxidase. 4-Substituted 2,4-Dioxobutanoic Acid Derivatives
Williams, H. W. R.,Eichler, E.,Randall, W. C.,Rooney, C. S.,Cragoe, E. J.,et al.
, p. 1196 - 1200 (2007/10/02)
Fourteen new 4-substituted 2,4-dioxobutanoic acids have been synthesized.These compounds, all of which contain lipophilic 4-substituents, are potent inhibitors in vitro of porcine liver glycolic acid oxidase.The I50 value of the two most potent representatives, 4-(4'-bromo-4-yl)-2,4-dioxobutanoic acid (8) and 4-thio>-4-yl>-2,4-dioxobutanoic acid (13) is 6 * 10-8 M.
Synthetic Applications of N-N Linked Heterocycles. Part 12. The Preparation of 4-Alkylthio- and 4-Arylthio-pyridines by Regiospecific Attack of Thioalkoxide Ions on N-(4-Oxopyridin-1-yl)pyridinium Salts
Sammes, Michael P.,Leung, Christopher W. F.,Mak, Chi Keung,Katritzky, Alan R.
, p. 1585 - 1590 (2007/10/02)
Thiolate ions add regiospecifically to N-(4-oxopyridin-1-yl)pyridinium salts (2)-(7) to give in good to excellent yields only the 1,4-dihydropyridine adducts (8)-(13), regardless of whether or not the pyridone moiety carries substituents for sterically shielding the 2- and 6-positions of the pyridinium ring.The addition is believed to be thermodynamically controlled.Decomposition of the dihydro-adducts under free-radical conditions, or by pyrolysis, gives good yields of pyridin-4-yl thioethers (14) and (16) though the reaction failed with the 2-methyl adducts (9).An improved synthesis of 6-methyl-4-oxopyran-2-carboxylic acid is also described.
