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":"An electroreduction-enabled aryl-to-alkyl radical relay arylation reaction of remote C(sp3)-H bond of 2-iodoalkylarenes is reported. This electrochemical strategy undergoes 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.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":4.6000,"publicationDate":"2024-06-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Aryl-to-alkyl radical relay arylation reaction of 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\":\"An electroreduction-enabled aryl-to-alkyl radical relay arylation reaction of remote C(sp3)-H bond of 2-iodoalkylarenes is reported. This electrochemical strategy undergoes 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.\",\"PeriodicalId\":97,\"journal\":{\"name\":\"Organic Chemistry Frontiers\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":4.6000,\"publicationDate\":\"2024-06-07\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Chemistry Frontiers\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1039/d4qo00623b\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Chemistry Frontiers","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d4qo00623b","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Aryl-to-alkyl radical relay arylation reaction of 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 remote C(sp3)-H bond of 2-iodoalkylarenes is reported. This electrochemical strategy undergoes 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.
期刊介绍:
Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.