{"title":"Electro-promoted radical-radical cross-coupling reaction to synthesize sulfonamides","authors":"Hang Gong , Hongmei Fu , Chao Lu , Changqun Cai","doi":"10.1016/j.tet.2024.134315","DOIUrl":null,"url":null,"abstract":"<div><div>An electrochemical decarbonylation of DMF to achieve <em>N,N</em>-dimethyl amino radical and denitrification of sulfonyl hydrazide to achieve sulfonyl radical in the absence of transition metal and additional oxidant was reported here. Signifyingly, cross-coupling reaction rather than homocoupling reactions completely prevail in competition to obtain sulfonamides, which usually exist as skeletons of pharmaceuticals. This work provides a new method for cracking DMF into <em>N,N</em>-dimethylamino radical, and found a value-added application of this industrialized bulk chemical to the synthesis of sulfonamides.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"168 ","pages":"Article 134315"},"PeriodicalIF":2.1000,"publicationDate":"2024-10-20","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/S0040402024004964","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
An electrochemical decarbonylation of DMF to achieve N,N-dimethyl amino radical and denitrification of sulfonyl hydrazide to achieve sulfonyl radical in the absence of transition metal and additional oxidant was reported here. Signifyingly, cross-coupling reaction rather than homocoupling reactions completely prevail in competition to obtain sulfonamides, which usually exist as skeletons of pharmaceuticals. This work provides a new method for cracking DMF into N,N-dimethylamino radical, and found a value-added application of this industrialized bulk chemical to the synthesis of sulfonamides.
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.