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Synlett 1995; 1995(2): 151-152
DOI: 10.1055/s-1995-4895
DOI: 10.1055/s-1995-4895
letter
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A Convenient Synthesis of 5-Substituted-2,3-Dihydrothiophenes
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Publikationsverlauf
Publikationsdatum:
31. Dezember 2000 (online)
![](https://www.thieme-connect.de/media/synlett/199502/lookinside/thumbnails/10.1055-s-1995-4895-1.jpg)
Treatment of γ-thiobutyrolactone with KHMDS and N-(5-chloro-2-pyridyl)triflimide (Comin’s reagent) gives the corresponding thiolenoltriflate in good yields. Coupling of the thiolenoltriflate with Gilman cuprates proceeds smoothly to give the 5-substituted-2,3-dihydrothiophenes. The synthesis of a homochiral thiolactone is described. Conversion to the corresponding thiolenoltriflate proceeds in good yield using the conditions described above. The coupling with Gilman cuprates gives homochiral 5-substituted-2,3-dihydrothiophenes in good yield.
Dihydrothiophenes - Triflate - Cuprate Coupling