30336-09-5Relevant academic research and scientific papers
Synthesis of highly substituted γ-hydroxybutenolides through the annulation of keto acids with alkynes and subsequent hydroxyl transposition
Mao, Wenbin,Zhu, Chen
, p. 5269 - 5272 (2016)
An efficient synthesis of highly functionalized γ-hydroxybutenolides through BF3-catalyzed annulation of keto acids with alkynes is described. Many advantages such as the use of routine reagents, easy operation, and a 100% atom efficiency are demonstrated in the method. The reaction can be readily scaled up to gram quantities, offering good practicality.
Method for preparing 4-hydroxy-butenolide through keto acid and alkyne
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Paragraph 0023-0026, (2017/01/23)
The invention discloses a method for preparing 4-hydroxy-butenolide through keto acid and alkyne. The method includes the reaction steps that firstly, keto acid, alkyne and boron trifluoride ether are added into a reaction device, reaction is performed for a period of time at the 70 DEG C with fluorobenzene as a solvent, and raw products and solvents are obtained; secondly, the products obtained in the first step are subjected to decompression operation so that solvents can be removed in an evaporation mode; thirdly, products obtained in the second step are subjected to column chromatography through organic solvents, and then the high-purity 4-hydroxy-butenolide can be obtained. The preparation method is simple and easy to implement, the substrate application range is wide, the raw materials used in the whole process are low in price and easy to obtain, and therefore reaction cost is greatly reduced; besides, the yield of the preparation method is 80% or above, and therefore economic benefits of industrial production are also improved to a certain extent.
Intermolecular [2+2+1] Carbonylative Cycloaddition of Aldehydes with Alkynes, and Subsequent Oxidation to γ-Hydroxybutenolides by a Supported Ruthenium Catalyst
Miura, Hiroki,Takeuchi, Kazuki,Shishido, Tetsuya
supporting information, p. 278 - 282 (2016/01/25)
Intermolecular [2+2+1] carbonylative cycloaddition of aldehydes with alkynes and subsequent oxidation to γ-hydroxybutenolides is achieved using a supported ruthenium catalyst. A ceria-supported ruthenium catalyst promotes the reaction efficiently, even with an ambient pressure of CO or without external CO, thus giving the corresponding γ-hydroxybutenolide derivatives in good to high yields. Moreover this catalyst can be reused with no loss of activity.
Ring-chain tautomerism. Part 10 +. The reaction of oxocarboxylic acids with diazodiphenylmethane
Bowden, Keith,Misic-Vukovic, Milica M.,Ranson, Richard J.
, p. 1601 - 1606 (2007/10/03)
The rate coefficients for the esterification of a series of oxocarboxylic acids with diazodiphenylmethane have been determined in ethanol or 2-methoxyethanol at 30.0°C. These and the rates of reaction with model compounds have been used to estimate the equilibrium constants for ring-chain tautomerism for the oxocarboxylic acids.
