{"title":"Visible-Light Photoredox-catalyzed Coupling of Alkylsulfones with α-(Trifluoromethyl)styrenes","authors":"Yasuyo Tahara, Koushik Ghosh, Masakazu Nambo","doi":"10.1139/cjc-2022-0271","DOIUrl":null,"url":null,"abstract":"The synthesis of gem-difluoroalkenes by photocatalytic desulfonylative coupling of alkylsulfones with α-(trifluoromethyl)styrenes is described. Photoredox Ir complex was found to be an effective catalyst for this transformation through single electron reduction of alkyl 1-phenyltetrazolyl sulfones, providing structurally diverse gem-difluoroalkene products in good yields. The resulting alkenes could be further converted into fluorinated derivatives, highlighting the potential utility of this method in synthesis of organofluorine compounds.","PeriodicalId":9420,"journal":{"name":"Canadian Journal of Chemistry","volume":"178 1","pages":""},"PeriodicalIF":1.1000,"publicationDate":"2023-04-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Canadian Journal of Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1139/cjc-2022-0271","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
The synthesis of gem-difluoroalkenes by photocatalytic desulfonylative coupling of alkylsulfones with α-(trifluoromethyl)styrenes is described. Photoredox Ir complex was found to be an effective catalyst for this transformation through single electron reduction of alkyl 1-phenyltetrazolyl sulfones, providing structurally diverse gem-difluoroalkene products in good yields. The resulting alkenes could be further converted into fluorinated derivatives, highlighting the potential utility of this method in synthesis of organofluorine compounds.
期刊介绍：
Published since 1929, the Canadian Journal of Chemistry reports current research findings in all branches of chemistry. It includes the traditional areas of analytical, inorganic, organic, and physical-theoretical chemistry and newer interdisciplinary areas such as materials science, spectroscopy, chemical physics, and biological, medicinal and environmental chemistry. Articles describing original research are welcomed.
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