Room-Temperature Metal-Free Electrophilic 5-endo-Selective Iodocarbocyclization of 1,5-Enynes

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• 作者：Alexandre Pradal ; Alexandre Nasr ; Patrick Y. Toullec ; Veronique Michelet
• 刊名：Organic Letters
• 出版年：2010
• 出版时间：November 19, 2010
• 年：2010
• 卷：12
• 期：22
• 页码：5222-5225
• 全文大小：186K
• 年卷期：v.12,no.22(November 19, 2010)
• ISSN：1523-7052

文摘

A highly efficient NIS-promoted iodocarbocyclization reaction of various functionalized 1,5-enynes is described via a 5-endo diastereoselective process. The cyclizations are conducted in the presence of 1.2 equiv of N-iodosuccinimide in dichloromethane at room temperature. The reaction conditions are compatible with several functional groups and lead to original iodo-functionalized carbocycles in good to excellent yields.