1087-97-4Relevant academic research and scientific papers
Strategic Utilization of Multifunctional Carbene for Direct Synthesis of Carboxylic–Phosphinic Mixed Anhydride from CO2
Hoshimoto, Yoichi,Asada, Takahiro,Hazra, Sunit,Kinoshita, Takuya,Sombut, Panukorn,Kumar, Ravindra,Ohashi, Masato,Ogoshi, Sensuke
, p. 16075 - 16079 (2016)
Direct synthesis of carboxylic–phosphinic mixed anhydrides has been achieved by treating carbon dioxide with N-phosphine oxide-substituted imidazolylidenes (PoxIms) that contain both nucleophilic carbene and electrophilic phosphorus moieties. This novel mixed anhydride was efficiently derivatized into an ester, an amide, and an unsymmetrical ketone via transformation into its corresponding imidazolium salt followed by a dual substitution reaction. The presented work used well-designed multifunctional carbene reagents to establish a novel utility for carbon dioxide in organic synthesis.
CARBON-ACYLATIONS IN THE PRESENCE OF MAGNESIUM OXIDE. A SIMPLE SYNTHESIS OF METHANETRICARBOXYLIC ESTERS
Skarzewski, Jacek
, p. 4593 - 4598 (1989)
Magnesium oxide is an effective reagent for the carbon-acylation of malonates with either acyl chlorides or chloroformates.Various malonic esters (methyl, ethyl, isopropyl and isobutyl) were easily alkoxycarbonylated to give the corresponding methanetricarboxylic esters.The reaction scope and limitations have been elaborated.
Design, synthesis, and biological evaluation of novel 4H-chromen-4-one derivatives as antituberculosis agents against multidrug-resistant tuberculosis
Fu, Lei,Liu, Yuke,Lu, Yu,Sheng, Li,Wang, Bin,Zhang, Dongfeng,Zhao, Hongyi,Zhao, Wenting
, (2020/01/28)
A series of 4H-chromen-4-one derivatives obtained by scaffold morphing of the benzofuran compound, TAM16, were tested for antitubercular activity. Compound 8d was active against drug-sensitive and multidrug-resistant tuberculosis. A preliminary druggability evaluation showed that compound 8d displayed favorable mouse and human microsomal stability, low cytotoxicity, and acceptable oral bioavailability. An in vivo study indicated that compound 8d exhibited modest efficacy in an acute mouse model of TB after 3 weeks of treatment. Thus, 8d is a promising antituberculosis lead compound.
Nucleophilic Reactivities of 2-Substituted Malonates
Puente, ángel,He, Shanshan,Corral-Bautista, Francisco,Ofial, Armin R.,Mayr, Herbert
supporting information, p. 1841 - 1848 (2016/05/09)
Kinetics of the reactions of 2-substituted malonate anions and 5-substituted Meldrum's acid anions with benzhydrylium ions and structurally related quinone methides have been monitored in dimethyl sulfoxide solution at 20 °C. The resulting second-order rate constants followed the correlation lg k(20 °C) = sN(E + N), which allowed the nucleophile-specific parameters N and sN to be calculated for these highly stabilized carbanions and to integrate them in our comprehensive nucleophilicity scale. Given that the reactions of the benzhydrylium ions with the anions derived from 5-aryl-substituted Meldrum's acids did not proceed to completion, the corresponding equilibrium constants could be determined. In combination with available data for pyridines and benzoate ions, these equilibrium constants provide a direct comparison of the strengths of C-, N-, and O-centered Lewis bases with respect to C-centered Lewis acids.
Pd-catalyzed carbonylation for the construction of tertiary and quaternary carbon centers with sp3 carbon partners
Lu, Wei,Li, Yang,Wang, Chao,Xue, Dong,Chen, Jian-Gang,Xiao, Jianliang
supporting information, p. 5243 - 5249 (2014/07/08)
The first examples of a Pd-catalyzed carbonylation of aryl boronic acids with sp3 carbon partners are presented. Various boronic acids were shown to react with 1,3-diesters and 1,3-diketones to afford structurally unique carbonyl compounds. By
LYSOPHOSPHATIDIC ACID RECEPTOR ANTAGONISTS
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Paragraph 0566, (2013/03/26)
Compounds, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds to treat, prevent or diagnose diseases, disorders, or conditions associated with one or more of the lysophosphatidic acid receptors are provided.
Synthesis of novel 5-alkyl/aryl/heteroaryl substituted diethyl 3,4-dihydro-2H-pyrrole-4,4-dicarboxylates by aziridine ring expansion of 2-[(aziridin-1-yl)-1-alkyl/aryl/heteroaryl-methylene]malonic acid diethyl esters
More, Satish S.,Mohan, T. Krishna,Kumar, Y. Sateesh,Kumar, U.K. Syam,Patel, Navin B.
scheme or table, p. 831 - 838 (2011/08/10)
A novel synthetic methodology has been developed for the synthesis of diethyl 5-alkyl/aryl/heteroaryl substituted 3,4-dihydro-2H-pyrrole-4,4- dicarboxylates (also called 2-substituted pyrroline-4,5-dihydro-3,3-dicarboxylic acid diethyl esters) by iodide i
Zinc-mediated alkylation and acylation of 1,3-dicarbonyl compounds
Yadav,Reddy, B. V. Subba,Mishra, Anand Kumar
experimental part, p. 280 - 281 (2010/09/05)
1,3-Dicarbonyl compounds undergo smooth allylation, benzylation, propargylation, and acylation with halides using metallic zinc in DMF at 60 °C to afford the corresponding allyl, benzyl, 2-propynyl, and acylated 1,3-diesters in good yields. In the case of cyclic 1,3-diketones, the corresponding enol ethers are obtained as sole products instead of C-alkylation.
SmCl3-catalyzed C-acylation of 1,3-dicarbonyl compounds and malononitrile
Shen, Quansheng,Huang, Wen,Wang, Jialiang,Zhou, Xigeng
, p. 4491 - 4494 (2008/03/12)
(Chemical Equation Presented) A recyclable, convenient, and efficient catalytic system for C-acylation of 1,3-dicarbonyl compounds and malononitrile with acid chlorides has been developed, giving moderate to excellent yields under mild conditions. This is the first catalytic example of such reactions. In addition, by applying this protocol as the key step, 3,5-disubstituted-1H- pyrazole-4-carboxylate can easily be synthesized in high yields in a one-pot procedure.
NEUROKININ-3 RECEPTOR MODULATORS: DIARYL PYRAZOLE DERIVATIVES
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Page/Page column 45, (2010/02/12)
The invention relates to compounds of general Formula (I) wherein the variables are as defined herein. Pharmaceutical compositions comprising compounds of general Formula (I), and methods for treating patients suffering from a disorder responsive to neuro
