{"title":"Electroselective and Controlled Cross-Coupling of Isoindolinones with Alcohols.","authors":"Mian Liu, Lingling Shi, Lianyou Zheng, Qiansong Gao, Zhuoqi Zhang, Jinbao Xiang","doi":"10.1021/acs.joc.4c02838","DOIUrl":null,"url":null,"abstract":"<p><p>A novel and efficient electrochemical method for electroselective and controlled cross-coupling of isoindolinones with equivalent alcohols has been developed without the need for metal catalysts and strong bases under mild conditions. The reaction provides a novel strategy for the controllable and effective synthesis of 3-alkoxyl and <i>N</i>-hydroxymethyl-substituted isoindolinones, which is adjusted by 4-OH-TEMPO and tolerates various substrates. This protocol is an efficient tool for the construction of C-O and C-N bonds with high chemoselectivity.</p>","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":" ","pages":"2348-2361"},"PeriodicalIF":3.6000,"publicationDate":"2025-02-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1021/acs.joc.4c02838","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/1/30 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
A novel and efficient electrochemical method for electroselective and controlled cross-coupling of isoindolinones with equivalent alcohols has been developed without the need for metal catalysts and strong bases under mild conditions. The reaction provides a novel strategy for the controllable and effective synthesis of 3-alkoxyl and N-hydroxymethyl-substituted isoindolinones, which is adjusted by 4-OH-TEMPO and tolerates various substrates. This protocol is an efficient tool for the construction of C-O and C-N bonds with high chemoselectivity.
期刊介绍：
Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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