{"title":"Iron-catalysed synthesis of sulfonamides and sulfonic esters: Greener sulfonation of amines and alcohols under mechanical grinding conditions","authors":"Pandeeshwaran Santhoshkumar, Thangapandiyan Kanagaraj, Palaniswamy Suresh","doi":"10.1016/j.tet.2024.134410","DOIUrl":null,"url":null,"abstract":"<div><div>Iron-catalysed synthesis of sulfonamides and sulfonic esters has been reported under simple grinding and neat conditions at ambient temperature. The ferric chloride -catalysed sulfonation of amines and alcohols is mild, efficient, and notably avoids base and quashed impurities. Also, this methodology with iron catalyst showed high functional group tolerance, which accommodates diverse sulfonyl chlorides, amines, and aliphatic alcohols and yields a spectrum of sulfonamides and sulfonic esters with good to excellent yields. The present methodology could open the doors for synthesising sulfonamides and sulfonic esters; on the other hand, it could utilise a mild and simple protection strategy for amines and alcohols.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"171 ","pages":"Article 134410"},"PeriodicalIF":2.1000,"publicationDate":"2025-02-01","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/S004040202400591X","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
Iron-catalysed synthesis of sulfonamides and sulfonic esters has been reported under simple grinding and neat conditions at ambient temperature. The ferric chloride -catalysed sulfonation of amines and alcohols is mild, efficient, and notably avoids base and quashed impurities. Also, this methodology with iron catalyst showed high functional group tolerance, which accommodates diverse sulfonyl chlorides, amines, and aliphatic alcohols and yields a spectrum of sulfonamides and sulfonic esters with good to excellent yields. The present methodology could open the doors for synthesising sulfonamides and sulfonic esters; on the other hand, it could utilise a mild and simple protection strategy for amines and alcohols.
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.