{"title":"Synthesis of 1,3-Oxaselenan-2-imines from Isoselenocyanates","authors":"G. Sommen, H. Heimgartner","doi":"10.5167/UZH-50676","DOIUrl":null,"url":null,"abstract":"The reactions ofaryl isoselenocyanates 1 with 3-chloropropan- 1-ol (8) in the presence of sodium hydride in dichloromethane at room temperature gave 1,3-oxaselenan-2-imines 10 in fair yield. A reaction mechanism via nucleophilic attack of the alcoholate at the isoselenocyanate 1, followed by an 6-exo-teτ cyclization, is most likely.","PeriodicalId":20369,"journal":{"name":"Polish Journal of Chemistry","volume":"81 1","pages":"1413-1418"},"PeriodicalIF":0.0000,"publicationDate":"2007-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"7","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Polish Journal of Chemistry","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.5167/UZH-50676","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
The reactions ofaryl isoselenocyanates 1 with 3-chloropropan- 1-ol (8) in the presence of sodium hydride in dichloromethane at room temperature gave 1,3-oxaselenan-2-imines 10 in fair yield. A reaction mechanism via nucleophilic attack of the alcoholate at the isoselenocyanate 1, followed by an 6-exo-teτ cyclization, is most likely.
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