Chen Liu , Hongpeng Liu , Gaoyuan Zhang , Yunge Liu , Pei Liao , Yongqun Mei , Yunfei Zhang
{"title":"Non-Kolbe oxidation driven electrochemical C(sp2)–H lactonization towards the synthesis of isocoumarins†","authors":"Chen Liu , Hongpeng Liu , Gaoyuan Zhang , Yunge Liu , Pei Liao , Yongqun Mei , Yunfei Zhang","doi":"10.1039/d4qo01381f","DOIUrl":null,"url":null,"abstract":"<div><div>A novel method for electrochemical C(sp<sup>2</sup>)–H lactonization was developed. This strategy enabled the synthesis of various isocoumarins in moderate to excellent yields with good functional group tolerance. The gram-scale reaction and derivatizations of the product showed the applicability of this method. Relevant mechanism experiments supported the rare non-Kolbe process. Overall, this work provides a sustainable and cheaper approach for the synthesis of isocoumarins.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"11 23","pages":"Pages 6742-6747"},"PeriodicalIF":0.0000,"publicationDate":"2024-10-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2052412924006727","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/9/30 0:00:00","PubModel":"Epub","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
A novel method for electrochemical C(sp2)–H lactonization was developed. This strategy enabled the synthesis of various isocoumarins in moderate to excellent yields with good functional group tolerance. The gram-scale reaction and derivatizations of the product showed the applicability of this method. Relevant mechanism experiments supported the rare non-Kolbe process. Overall, this work provides a sustainable and cheaper approach for the synthesis of isocoumarins.