386-99-2Relevant academic research and scientific papers
Photoredox Catalytic Phosphite-Mediated Deoxygenation of α-Diketones Enables Wolff Rearrangement and Staudinger Synthesis of β-Lactams
Jiang, Zhiyong,Li, Haijun,Wei, Guo,Yang, Hui
supporting information, p. 19696 - 19700 (2021/08/03)
A novel visible-light-driven catalytic activation of C=O bonds by exploiting the photoredox chemistry of 1,3,2-dioxaphospholes, readily accessible from α-diketones and trialkyl phosphites, is reported. This mild and environmentally friendly strategy provides an unprecedented and efficient access to the Wolff rearrangement reaction which traditionally entails α-diazoketones as precursors. The resulting ketenes could be precisely trapped by alcohols/thiols to give α-aryl (thio)acetates and by imines to afford the valuable β-lactams in up to 99 % yields.
Diaryl acetate compound and preparation method thereof
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Paragraph 0028-0030, (2020/04/29)
The invention provides a diaryl acetate compound and a preparation method, and the preparation method comprises the following steps: (1) adding a diary 1, 2-diketone compound, an alcohol compound, trialkyl phosphite and a photocatalyst into a reaction vessel, adding a solvent, and dissolving to obtain a reaction solution; (2) irradiating an reaction liquid by using a light source and stirring until the reaction is complete; and (3) after the reaction is finished, recovering the solvent under reduced pressure and purifying by column chromatography to obtain the diaryl acetate compound. Startingfrom easily available diaryl 1, 2-diketone, the method has the advantages of mild and green reaction conditions, no need of precious transition metal catalysis, economical performance, environmentalprotection, and high practicality.
Synthesis of chiral α-diarylacetic esters by stereospecific 1,2-aryl migration promoted by in situ generated acetals from benzoins
Kothapalli, Raveendra Babu,Niddana, Ramana,Balamurugan, Rengarajan
supporting information, p. 1278 - 1281 (2014/04/03)
A simple protocol for the synthesis of α-diarylacetic esters from benzoins is described. In situ generated acetal assists rapid 1,2-aryl migration in a stereospecific manner, paving the way to make enantioenriched α-diarylacetic esters from easily accessi
Palladium/copper-catalyzed Di-α-arylation of acetic acid esters
Song, Bingrui,Himmler, Thomas,Goossen, Lukas J.
supporting information; experimental part, p. 1688 - 1694 (2011/09/14)
A bimetallic palladium/copper catalyst system was found to effectively promote the diarylation of alkyl acetates with aryl halides under unprecedentedly mild conditions. The phenanthroline-copper-phosphine catalyst stabilizes the enolate intermediate to the extent that the deprotonation of esters can be achieved even with the mild base potassium phosphate. The palladium tri-tert-butylphosphine co-catalyst mediates the coupling of the resulting copper enolate with a wide variety of aryl halides with selective formation of the corresponding diarylacetic acid esters. Copyright
