A CONVENIENT SYNTHESIS OF 5-SUBSTITUTED-2,3-DIHYDROTHIOPHENES

被引:0
|
作者
ONEIL, IA [1 ]
HAMILTON, KM [1 ]
MILLER, JA [1 ]
YOUNG, RJ [1 ]
机构
[1] WELLCOME RES LABS,DEPT MED CHEM,BECKENHAM BR3 3BS,KENT,ENGLAND
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中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of gamma-thiobutyrolactone with KHMDS and N-(5-chloro-2-pyridyl)triflimide (Comin's reagent) gives the corresponding thiolenoltriflate in good yield. Coupling of the thiolenortriflate 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.
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页码:151 / 152
页数:2
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