SYNTHESIS OF 1, 1-DIALKYLTHIO—1, 3, 5—HEXATRIENES WITH α—OXOKETENE DITHIOACETALS

摘要

α-Oxoketene dithioacetals 2 via, 1,2-nucleophilic addition by allyl magnesium bromide afforded corresponding alcohols (3).Treated with water and catalyzed by Lewis acid, the alcohols 3 were converted regiospecifically to the conjugated 1,1—dialkylthio—1,3,5 hexatrienes (4). Both the alcohol 8 and its methoxy methyl ether 9 were sensative to dilute sulfuric acid and cyclized under this condition to form the aryl methylthio ether (10).