Mengzhao Yu , Shuizhen Lin , Shuoshuo Zhang , Xinkui Lin , Xiaolei Huang
{"title":"Direct C–H sulfonylation of hydrazones involving the insertion of SO2†","authors":"Mengzhao Yu , Shuizhen Lin , Shuoshuo Zhang , Xinkui Lin , Xiaolei Huang","doi":"10.1039/d4qo00835a","DOIUrl":null,"url":null,"abstract":"<div><div>A three-component reaction of aldehyde-derived hydrazones with DABSO and aryldiazonium tetrafluoroborates is described. By using organic DABSO as the source of SO<sub>2</sub>, this straightforward sulfonylation tactic provides an elegant access to (<em>E</em>)-sulfonylated hydrazones in moderate to excellent yields. Moreover, the sulfonylation of hydrazones can also be achieved under photocatalyzed conditions by using sulfonyl chlorides as the active sulfonylating reagents.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"11 15","pages":"Pages 4284-4289"},"PeriodicalIF":0.0000,"publicationDate":"2024-07-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2052412924004133","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/6/17 0:00:00","PubModel":"Epub","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
A three-component reaction of aldehyde-derived hydrazones with DABSO and aryldiazonium tetrafluoroborates is described. By using organic DABSO as the source of SO2, this straightforward sulfonylation tactic provides an elegant access to (E)-sulfonylated hydrazones in moderate to excellent yields. Moreover, the sulfonylation of hydrazones can also be achieved under photocatalyzed conditions by using sulfonyl chlorides as the active sulfonylating reagents.
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