4.8 Article

Silver-Promoted Synthesis of 5-[(Pentafluorosulfanyl)methyl]-2-oxazolines

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ORGANIC LETTERS
卷 20, 期 22, 页码 7257-7260

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b03170

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  1. Natural Sciences and Engineering Research Council of Canada
  2. Fonds de recherche du Quebec-Nature et technologies
  3. Universite Laval

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The synthesis of 5-[(pentafluorosulfanyl)methyl]-2-oxazolines is reported. The use of a silver promoter allows the intramolecular cyclization of N-[2-chloro-3-(pentafluorosulfanyl)propyl] amide to occur without elimination of the chlorine atom, a reaction pathway typically observed for beta-chloro-SF5-alkyl compounds. The products, potentially valuable SF5-containing heterocycles, are obtained in up to 97% yield.

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