Meiqian Hu, Xiaolin Yang, Shuai Zhang, Changsheng Qin, Zhihua Zhang, Jingfang Wang, Fanghua Ji and Guangbin Jiang
{"title":"Electrochemical oxidative thioetherification of aldehyde hydrazones with thiophenols†","authors":"Meiqian Hu, Xiaolin Yang, Shuai Zhang, Changsheng Qin, Zhihua Zhang, Jingfang Wang, Fanghua Ji and Guangbin Jiang","doi":"10.1039/D4OB00833B","DOIUrl":null,"url":null,"abstract":"<p >An electrochemically promoted oxidative dehydrogenation cross-coupling reaction between aldehyde hydrazones and thiophenols is demonstrated for the first time, which resulted in a variety of (<em>Z</em>)-thioetherified products in moderate to excellent yields. This strategy can be carried out under an air atmosphere, featuring scalability and excellent stereoselectivity. In addition, the transformation efficiently produces readily recyclable disulfide as a by-product with high yields, which significantly reduces the environmental pollution caused by thioetherification.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":null,"pages":null},"PeriodicalIF":2.9000,"publicationDate":"2024-07-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2024/ob/d4ob00833b","RegionNum":3,"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 electrochemically promoted oxidative dehydrogenation cross-coupling reaction between aldehyde hydrazones and thiophenols is demonstrated for the first time, which resulted in a variety of (Z)-thioetherified products in moderate to excellent yields. This strategy can be carried out under an air atmosphere, featuring scalability and excellent stereoselectivity. In addition, the transformation efficiently produces readily recyclable disulfide as a by-product with high yields, which significantly reduces the environmental pollution caused by thioetherification.