Weijie Yu , Hongjie Zhang , Zhipeng Shen , Lingyun Yang , Jin Luo , Wendong Li , Kuang Zhao , Xiaolong Li , Jiale Xu , Yuan Zhou , Tao Wang
{"title":"以 1,4-二氰基苯为电化学氧化还原介质实现远端 C（sp3）-H 键的芳基-烷基自由基中继芳基化反应","authors":"Weijie Yu , Hongjie Zhang , Zhipeng Shen , Lingyun Yang , Jin Luo , Wendong Li , Kuang Zhao , Xiaolong Li , Jiale Xu , Yuan Zhou , Tao Wang","doi":"10.1039/d4qo00623b","DOIUrl":null,"url":null,"abstract":"<div><div>An electroreduction-enabled aryl-to-alkyl radical relay arylation reaction of the remote C(sp<sup>3</sup>)–H bond of 2-iodoalkylarenes is reported. This electrochemical strategy takes place <em>via</em> a 1,5-<em>H</em> transfer process, leading to various arylated products bearing all-carbon quaternary centers under transition-metal and ligand-free conditions. The aryl nitriles serve as both aryl radical precursors and redox mediators in this transformation.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"11 15","pages":"Pages 4182-4186"},"PeriodicalIF":0.0000,"publicationDate":"2024-07-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"An aryl-to-alkyl radical relay arylation reaction of a remote C(sp3)–H bond using 1,4-dicyanobenzene as an electrochemical redox-mediator†\",\"authors\":\"Weijie Yu , Hongjie Zhang , Zhipeng Shen , Lingyun Yang , Jin Luo , Wendong Li , Kuang Zhao , Xiaolong Li , Jiale Xu , Yuan Zhou , Tao Wang\",\"doi\":\"10.1039/d4qo00623b\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>An electroreduction-enabled aryl-to-alkyl radical relay arylation reaction of the remote C(sp<sup>3</sup>)–H bond of 2-iodoalkylarenes is reported. This electrochemical strategy takes place <em>via</em> a 1,5-<em>H</em> transfer process, leading to various arylated products bearing all-carbon quaternary centers under transition-metal and ligand-free conditions. The aryl nitriles serve as both aryl radical precursors and redox mediators in this transformation.</div></div>\",\"PeriodicalId\":94379,\"journal\":{\"name\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"volume\":\"11 15\",\"pages\":\"Pages 4182-4186\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2024-07-23\",\"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/S2052412924004078\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2024/6/7 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","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/S2052412924004078","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/6/7 0:00:00","PubModel":"Epub","JCR":"","JCRName":"","Score":null,"Total":0}
An aryl-to-alkyl radical relay arylation reaction of a remote C(sp3)–H bond using 1,4-dicyanobenzene as an electrochemical redox-mediator†
An electroreduction-enabled aryl-to-alkyl radical relay arylation reaction of the remote C(sp3)–H bond of 2-iodoalkylarenes is reported. This electrochemical strategy takes place via a 1,5-H transfer process, leading to various arylated products bearing all-carbon quaternary centers under transition-metal and ligand-free conditions. The aryl nitriles serve as both aryl radical precursors and redox mediators in this transformation.
京公网安备 11010802042870号
京ICP备2023020795号-1
分享
求助内容：
应助结果提醒方式：
扫码关注我们
