Gangqi Peng , Hao Cheng , Xiya Cheng , Yang He , Yuanyuan An , Jie Wu , Danqing Zheng
{"title":"A reductive Sandmeyer-type reaction for the synthesis of sulfoxides from anilines under photocatalysis†","authors":"Gangqi Peng , Hao Cheng , Xiya Cheng , Yang He , Yuanyuan An , Jie Wu , Danqing Zheng","doi":"10.1039/d3qo00297g","DOIUrl":null,"url":null,"abstract":"<div><p>A reductive Sandmeyer-type sulfinylation reaction of aryldiazonium salts with sodium sulfinates is reported. The reaction takes place under photocatalysis, generating a range of valuable sulfoxides <em>via</em> a radical substitution pathway. Aromatic amines can also be converted to the corresponding sulfoxides <em>via in situ</em> diazotization in a one-pot, two-step process. The late-stage sulfinylation of drug-based amines further demonstrated the practicality of this method.</p></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"10 12","pages":"Pages 3033-3038"},"PeriodicalIF":0.0000,"publicationDate":"2023-01-01","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/S2052411023008234","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
A reductive Sandmeyer-type sulfinylation reaction of aryldiazonium salts with sodium sulfinates is reported. The reaction takes place under photocatalysis, generating a range of valuable sulfoxides via a radical substitution pathway. Aromatic amines can also be converted to the corresponding sulfoxides via in situ diazotization in a one-pot, two-step process. The late-stage sulfinylation of drug-based amines further demonstrated the practicality of this method.