Kun-Quan Chen, Jia Zhang, Xiao-Bo Chen, De-Qun Sun
{"title":"Halogen Bonding Promoted Photoinduced Synthesis of 3,3-Disubstituted Oxindoles","authors":"Kun-Quan Chen, Jia Zhang, Xiao-Bo Chen, De-Qun Sun","doi":"10.1021/acs.joc.4c02963","DOIUrl":null,"url":null,"abstract":"A photoinduced and catalyst-free radical cyclization process for the synthesis of 3,3-disubstituted oxindoles is reported. This method utilizes readily available α-bromoanilides as substrates, showcasing a broad substrate scope. The reaction mechanism is facilitated by a photoactivated charge transfer complex based on the halogen bonding of α-bromoanilide with TMG and alcohol.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"69 1","pages":""},"PeriodicalIF":3.3000,"publicationDate":"2025-04-24","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.4c02963","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
A photoinduced and catalyst-free radical cyclization process for the synthesis of 3,3-disubstituted oxindoles is reported. This method utilizes readily available α-bromoanilides as substrates, showcasing a broad substrate scope. The reaction mechanism is facilitated by a photoactivated charge transfer complex based on the halogen bonding of α-bromoanilide with TMG and alcohol.
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.