{"title":"Transition-metal-free methylthiolation of aryl fluorides with S-methylisothiourea sulfate in PEG-400","authors":"Xiangmei Wu, Dayun Huang","doi":"10.1016/j.tet.2025.134785","DOIUrl":null,"url":null,"abstract":"<div><div>A simple method for methylthiolation has been developed to produce various aryl methyl sulfides in moderate to good yields. This method uses inexpensive aryl fluorides as starting materials and S-methylisothiourea sulfate as the thiomethyl source. Halogen atoms like iodine, bromine, and chlorine are well tolerated. This simplifies further product transformations. Besides, this approach is catalyst-free. The reaction conditions are simple, the starting materials are readily available, and the solvent used is PEG-400, making the system more environmentally friendly.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"184 ","pages":"Article 134785"},"PeriodicalIF":2.1000,"publicationDate":"2025-06-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040402025003412","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
A simple method for methylthiolation has been developed to produce various aryl methyl sulfides in moderate to good yields. This method uses inexpensive aryl fluorides as starting materials and S-methylisothiourea sulfate as the thiomethyl source. Halogen atoms like iodine, bromine, and chlorine are well tolerated. This simplifies further product transformations. Besides, this approach is catalyst-free. The reaction conditions are simple, the starting materials are readily available, and the solvent used is PEG-400, making the system more environmentally friendly.
期刊介绍:
Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry.
Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters.
Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.