Department of Pharmaceutical, Chemical and Environmental Sciences, Faculty of Engineering and Science, University of Greenwich, Chatham Maritime, Chatham, Kent, ME4 4TB, UK.
Angew Chem Int Ed Engl. 2019 Nov 4;58(45):16115-16118. doi: 10.1002/anie.201909922. Epub 2019 Sep 25.
A new electrochemical methodology has been developed for the generation of oxycarbonyl radicals under mild and green conditions from readily available hemioxalate salts. Mono- and multi-functionalised γ-butyrolactones were synthesised through exo-cyclisation of these oxycarbonyl radicals with an alkene, followed by the sp -sp capture of the newly formed carbon-centred radical. The synthesis of functionalised valerolactone derivatives was also achieved, demonstrating the versatility of the newly developed methodology. This represents a viable synthetic route towards pharmaceutically important fragments and further demonstrates the practicality of electrosynthesis as a green and economical method to activate small organic molecules.
现已开发出一种新的电化学方法，可在温和、绿色的条件下，从易得的羟乙二酸盐生成氧羰基自由基。这些氧羰基自由基与烯烃发生外环化，随后新形成的碳中心自由基发生 sp-sp 捕获，从而合成了单官能和多官能化的γ-丁内酯。还实现了功能化戊内酯衍生物的合成，展示了新开发方法的多功能性。这代表了一种可行的合成途径，可用于获得具有重要药用价值的片段，进一步证明了电合成作为一种绿色、经济的方法来激活小分子的实用性。
