19352-70-6Relevant 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.
Beta-lactam compound and preparation method thereof
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Paragraph 0018-0020, (2021/06/13)
The invention provides a beta-lactam compound and a preparation method thereof. The preparation method comprises the steps of (1) adding a diaryl 1, 2-diketone compound, an imine compound, trialkyl phosphite and a photocatalyst into a reaction vessel, and adding a solvent for dissolving, and carrying out degassing protection on the reaction solution by using argon Ar or nitrogen; (2) irradiating the reaction solution by using a light source and stirring until the reaction is complete; and (3) after the reaction is completed, recovering the solvent under reduced pressure and purifying by column chromatography to obtain the beta-lactam compound. According to the synthesis method of the beta-lactam compound provided by the invention, the substrate range of Staudinger synthesis is expanded, and the synthesis steps are greatly simplified.
