Wenjing Li , Chunye Liu , Juan Tang , Siyu Shen , Lingling Liang , Lingzhi Zhao , Shun Li
{"title":"Thioacid-catalyzed selective photochemical oxidation reactions under mild conditions","authors":"Wenjing Li , Chunye Liu , Juan Tang , Siyu Shen , Lingling Liang , Lingzhi Zhao , Shun Li","doi":"10.1039/d6qo00271d","DOIUrl":null,"url":null,"abstract":"<div><div>Photocatalytic oxidation of organic compounds is a promising and sustainable strategy to synthesize high value-added aldehydes and ketones. In this study, commercially available and versatile thioacids have been employed as catalysts for a wide range of selective oxidation reactions, including those of benzylic sp<sup>3</sup> C–H bonds to ketones, alcohols to aldehydes, and amines to aldehydes. The reaction proceeds smoothly without the need for additional bases and oxidants, significantly enhancing the functional group compatibility of substrates. Mechanistic studies indicate that the excited state of thioacids was sufficient to transform molecular oxygen into a superoxide radical anion (O<sub>2</sub>˙<sup>−</sup>) through the single electron transfer (SET) process.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"13 12","pages":"Pages 3744-3753"},"PeriodicalIF":0.0000,"publicationDate":"2026-06-16","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/S2052412926002093","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2026/4/28 0:00:00","PubModel":"Epub","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
Photocatalytic oxidation of organic compounds is a promising and sustainable strategy to synthesize high value-added aldehydes and ketones. In this study, commercially available and versatile thioacids have been employed as catalysts for a wide range of selective oxidation reactions, including those of benzylic sp3 C–H bonds to ketones, alcohols to aldehydes, and amines to aldehydes. The reaction proceeds smoothly without the need for additional bases and oxidants, significantly enhancing the functional group compatibility of substrates. Mechanistic studies indicate that the excited state of thioacids was sufficient to transform molecular oxygen into a superoxide radical anion (O2˙−) through the single electron transfer (SET) process.