Economical, Green, and Safe Route Towards Substituted Lactones by Anodic Generation of Oxycarbonyl Radicals
Economical, Green, and Safe Route Towards Substituted Lactones by Anodic Generation of Oxycarbonyl Radicals
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通过阳极生成氧羰基自由基实现取代内酯的经济、绿色和安全路线
DOI：
10.1002/ange.201909922
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发表时间：
2019
影响因子：
--
通讯作者：
Petti A
中科院分区：
文献类型：
--
作者：
Petti A
开发了一种新的电化学方法，用于在温和和绿色条件下从容易获得的半草酸盐产生氧羰基自由基。通过这些氧羰基自由基与烯烃的外环化，然后通过 sp3-sp3 捕获新形成的碳中心自由基，合成了单官能化和多功能化的 γ-丁内酯。还实现了功能化戊内酯衍生物的合成，证明了新开发方法的多功能性。这代表了一种可行的合成药物重要片段的路线，并进一步证明了电合成作为一种绿色且经济的激活有机小分子方法的实用性。
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 throughexo‐cyclisation of these oxycarbonyl radicals with an alkene, followed by the sp3–sp3capture 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.