{"title":"Electrochemical regioselective methylthiolation of imidazo[2,1-b]thiazoles with DMSO","authors":"Meng Xiao , Liyu Yi , Wenjie Liu , Gao Cao","doi":"10.1080/00397911.2025.2453872","DOIUrl":null,"url":null,"abstract":"<div><div>With DMSO both as the source of -SMe unit and solvent, an efficient and green electrochemical methylthiolation reaction of imidazo[2,1-<em>b</em>]thiazoles was developed. The transformation was performed at room temperature in 8 h under external transition metal- and oxidant-free condition. Moreover, the 2,3-dihydroimidazo[2,1-<em>b</em>]thiazoles and 2-phenylbenzo[d]imidazo[2,1-<em>b</em>]thiazole also proceeded smoothly. This strategy provides C-5 methylthiolation products with broad scope in 73–91% yields.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 4","pages":"Pages 338-349"},"PeriodicalIF":1.8000,"publicationDate":"2025-01-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthetic Communications","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S0039791125000086","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
With DMSO both as the source of -SMe unit and solvent, an efficient and green electrochemical methylthiolation reaction of imidazo[2,1-b]thiazoles was developed. The transformation was performed at room temperature in 8 h under external transition metal- and oxidant-free condition. Moreover, the 2,3-dihydroimidazo[2,1-b]thiazoles and 2-phenylbenzo[d]imidazo[2,1-b]thiazole also proceeded smoothly. This strategy provides C-5 methylthiolation products with broad scope in 73–91% yields.
期刊介绍:
Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.