纬-Halo-enones: A Method for their Synthesis from Arylacyl Halides and Their Application to the Preparation of Five-Membered Ring Heterocycles

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• 作者：Mei-Huey Lin ; Yen-Chih Huang ; Chung-Kai Kuo ; Chang-Hsien Tsai ; Yi-Syuan Li ; Ting-Chia Hu ; Tsung-Hsun Chuang
• 刊名：Journal of Organic Chemistry
• 出版年：2014
• 出版时间：March 21, 2014
• 年：2014
• 卷：79
• 期：6
• 页码：2751-2757
• 全文大小：331K
• 年卷期：v.79,no.6(March 21, 2014)
• ISSN：1520-6904

文摘

A simple method has been developed for synthesis of 纬-halo-enones. The approach employs a sequence involving initial indium-mediated allenylation reactions of phenacyl halides with propargyl bromide. This process is followed by acid-promoted rearrangement reactions of the formed homoallenic halohydrins. The new method can be incorporated into routes for the efficient synthesis of various five-membered heterocyclic compounds.