105-50-0Relevant articles and documents
Five Roads That Converge at the Cyclic Peroxy-Criegee Intermediates: BF3-Catalyzed Synthesis of β-Hydroperoxy-β-peroxylactones
Vil, Vera A.,Gomes, Gabriel Dos Passos,Ekimova, Maria V.,Lyssenko, Konstantin A.,Syroeshkin, Mikhail A.,Nikishin, Gennady I.,Alabugin, Igor V.,Terent'Ev, Alexander O.
, p. 13427 - 13445 (2018/11/02)
We have discovered synthetic access to β-hydroperoxy-β-peroxylactones via BF3-catalyzed cyclizations of a variety of acyclic precursors, β-ketoesters and their silyl enol ethers, alkyl enol ethers, enol acetates, and cyclic acetals, with H2O2. Strikingly, independent of the choice of starting material, these reactions converge at the same β-hydroperoxy-β-peroxylactone products, i.e., the peroxy analogues of the previously elusive cyclic Criegee intermediate of the Baeyer-Villiger reaction. Computed thermodynamic parameters for the formation of the β-hydroperoxy-β-peroxylactones from silyl enol ethers, enol acetates, and cyclic acetals confirm that the β-peroxylactones indeed correspond to a deep energy minimum that connects a variety of the interconverting oxygen-rich species at this combined potential energy surface. The target β-hydroperoxy-β-peroxylactones were synthesized from β-ketoesters, and their silyl enol ethers, alkyl enol ethers, enol acetates, and cyclic acetals were obtained in 30-96% yields. These reactions proceed under mild conditions and open synthetic access to a broad selection of β-hydroperoxy-β-peroxylactones that are formed selectively even in those cases when alternative oxidation pathways can be expected. These β-peroxylactones are stable and can be useful for further synthetic transformations.
Encapsulation of conventional and unconventional water dimers by water-binding foldamers
Ong, Wei Qiang,Zhao, Huaiqing,Fang, Xiao,Woen, Susanto,Zhou, Feng,Yap, Weiliang,Su, Haibin,Li, Sam F. Y.,Zeng, Huaqiang
supporting information; scheme or table, p. 3194 - 3197 (2011/08/06)
Water-binding foldamers have been rarely studied. By orienting both H-bond donors and acceptors toward their interior, two pyridine-derived crescent-shaped folding oligoamides were found to be capable of trapping both conventional and unconventional water dimer clusters in their cavity (～2.5 A radius). In the unconventional water dimer cluster, the two water molecules stay in contact via an unusual H-H interaction (2.25 A) rather than the typical H-bond.
Catalytic hydrogenation of persubstituted p-nitrosophenols
Slashchinin,Tovbis,Root,Zadov,Sokolenko
experimental part, p. 517 - 519 (2010/08/19)
Catalytic hydrogenation of dialkyl 2-hydroxy-4,6-dimethyl-5-nitrosobenzene- 1,3-dicarboxylates over Pd/C gave the corresponding previously unknown dialkyl 5-amino-2-hydroxy-4,6-dimethylbenzene-1,3-dicarboxylates. The first-order rate constants for the hydrogenation process were found to be linearly related to steric constants of the alkyl groups.
Method for inhibiting neoplastic lesions by administering 4-(arylmethylene)- 2, 3- dihydro-pyrazol-3-ones
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, (2008/06/13)
A method for treating neoplasia involving the administration of certain pyrazolinone derivatives.
Process for preparing (+)-2,3-dihydro-1H-pyrrolo[1,2-a]pyrrole-1,7-dicarboxylates
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, (2008/06/13)
2,3-Dihydro-1H-pyrrolo[1,2-a]pyrrole-1,7-dicarboxylates of the formula, STR1 in which each R is independently H or lower alkyl, are prepared from di(lower alkyl) 1,3-acetone-dicarboxylates.
Alkylation of methylenedimalonic and acetonedicarboxylic esters by dihalogenoalkanes in the presence of potassium carbonate in dimethyl sulfoxide
Zefirov, N. S.,Sadovaya, N. K.,Kombarova, S. V.
, p. 101 - 104 (2007/10/02)
The alkylation of methylenedimalonic ester with methylene bromide, dibromoethane, and 1,3-dibromopropane in the presence of potassium carbonate in DMSO is a convenient method for the synthesis of 1,1,3,3-tetraethoxycarbonylcycloalkanes.The alkylation of acetonedicarboxylic ester leads to the products from either C,C- or C,O-alkylation, depending on the halide and on the reaction conditions.
