Regiospecific 6-Endo-Annulation of in Situ Generated 3,4-Dienamides/Acids: Synthesis of 未-Lactams and 未-Lactones

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• 作者：Ying Liu ; Badru-Deen Barry ; Haifeng Yu ; Jianquan Liu ; Peiqiu Liao ; Xihe Bi
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：June 7, 2013
• 年：2013
• 卷：15
• 期：11
• 页码：2608-2611
• 全文大小：266K
• 年卷期：v.15,no.11(June 7, 2013)
• ISSN：1523-7052

文摘

A novel and efficient method for the construction of 伪-(1,3-dithiolan-2-ylidene) 未-lactam and 未-lactone rings has been developed. It involves the regiospecific 6-endo-annulation of in situ generated 2-(1,3-dithiolan-2-ylidene)-3,4-dienamides/acids from the dehydrative coupling of 伪-oxo ketene dithioacetals with tertiary propargyl alcohols promoted by BF₃路Et₂O. A range of 伪-(1,3-dithiolan-2-ylidene) 未-lactams and 未-lactones are obtained in good to high yields. In addition, indenes are prepared by using 伪-acetyl ketene dithioacetal as the precursor.