{"title":"Visible-Light Photoredox-Catalyzed Sp3 C-H Sulfonylation of Oxime Ester.","authors":"Zijie Zhang, Yuejie Sun, Jie Huang, Yiqi Yan, Yujie Zhi, Ying Han, Shaoqun Zhu","doi":"10.1021/acs.joc.6c01729","DOIUrl":null,"url":null,"abstract":"<p><p>An efficient visible-light photoredox-catalyzed Sp3 C-H sulfonylation protocol for the synthesis of β-keto sulfones has been developed. The utilization of Ir{dF(CF3)(ppy)2dtbpy}PF6 as the photocatalyst and blue LEDs as the light sources enabled the formation of alkyl carbon radical and sulfonyl radical species from oxime ester and sodium sulfinate, allowing the radical-radical cross-coupling process to form C-S bonds, following a subsequent hydrolysis to deliver the corresponding β-keto sulfones in moderate to excellent isolated yields.</p>","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":" ","pages":""},"PeriodicalIF":3.3000,"publicationDate":"2026-10-19","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.6c01729","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
An efficient visible-light photoredox-catalyzed Sp3 C-H sulfonylation protocol for the synthesis of β-keto sulfones has been developed. The utilization of Ir{dF(CF3)(ppy)2dtbpy}PF6 as the photocatalyst and blue LEDs as the light sources enabled the formation of alkyl carbon radical and sulfonyl radical species from oxime ester and sodium sulfinate, allowing the radical-radical cross-coupling process to form C-S bonds, following a subsequent hydrolysis to deliver the corresponding β-keto sulfones in moderate to excellent isolated yields.
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.