Partially fluorinated heterocyclic compounds. Part IX. The syntheses of 4,5,6,7-tetrafluorobenzo[b]furan and 4,5,6,7-tetrafluoro-2-phenylbenzo[b]furan by a new cyclisation reaction, and the attempted syntheses of related compounds by conventional methods
{"title":"Partially fluorinated heterocyclic compounds. Part IX. The syntheses of 4,5,6,7-tetrafluorobenzo[b]furan and 4,5,6,7-tetrafluoro-2-phenylbenzo[b]furan by a new cyclisation reaction, and the attempted syntheses of related compounds by conventional methods","authors":"G. Brooke, W. Musgrave, T. R. Thomas","doi":"10.1039/J39710003596","DOIUrl":null,"url":null,"abstract":"4,5,6,7-Tetrafluorobenzo[b]furan and 4,5,6,7-tetrafluoro-2-phenylbenzo[b]furan have been prepared by the sodium hydride-induced cyclisation of (pentafluorophenyl)acetaldehyde and 2-(pentafluorophenyl) acetophenone, respectively. Attempted cyclisation of ethyl (2-ethoxycarbonyl-3,4,5,6-tetrafluorophenoxy) fluoroacetate and of 2′,3′,4′,5′,6′-pentafluoro-2-hydroxyacetophenone both failed.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"51 1","pages":"3596-3599"},"PeriodicalIF":0.0000,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"7","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of The Chemical Society C: Organic","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1039/J39710003596","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 7
Abstract
4,5,6,7-Tetrafluorobenzo[b]furan and 4,5,6,7-tetrafluoro-2-phenylbenzo[b]furan have been prepared by the sodium hydride-induced cyclisation of (pentafluorophenyl)acetaldehyde and 2-(pentafluorophenyl) acetophenone, respectively. Attempted cyclisation of ethyl (2-ethoxycarbonyl-3,4,5,6-tetrafluorophenoxy) fluoroacetate and of 2′,3′,4′,5′,6′-pentafluoro-2-hydroxyacetophenone both failed.