N-Iodosuccinimide-Initiated Spirocyclopropanation of Styrenes with 1,3-Dicarbonyl Compound for the Synthesis of Spirocyclopropanes

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• 作者：Ping Qian ; Bingnan Du ; Ruichun Song ; Xiaodong Wu ; Haibo Mei ; Jianlin Han ; Yi Pan
• 刊名：Journal of Organic Chemistry
• 出版年：2016
• 出版时间：August 5, 2016
• 年：2016
• 卷：81
• 期：15
• 页码：6546-6553
• 全文大小：542K
• 年卷期：0
• ISSN：1520-6904

文摘

Herein is reported an N-iodosuccinimide-initiated spirocyclopropanation reaction of styrenes with 1,3-dicarbonyl compounds in the presence of white LED light. The reaction proceeds via two C–H and two C–I bond cleavage event, along with two C–C bond formation event, and formation of quaternary centers. These reactions could be carried out at room temperature and tolerated a wide range of substrates, resulting in good to excellent chemical yields. This developed radical reaction provides easy and practical access to spiro[2.4]heptane-4,7-dione derivatives.