Lewis Acid Catalyzed [4 + 3] Cycloaddition of Propargylic Alcohols with Azides

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• 作者：Ya-Ping Han ; Xian-Rong Song ; Yi-Feng Qiu ; Heng-Rui Zhang ; Lian-Hua Li ; Dong-Po Jin ; Xiao-Qing Sun ; Xue-Yuan Liu ; Yong-Min Liang
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：March 4, 2016
• 年：2016
• 卷：18
• 期：5
• 页码：940-943
• 全文大小：346K
• ISSN：1523-7052

文摘

An unprecedented Lewis acid catalyzed [4 + 3] cycloaddition reaction is described that provides a straightforward route to polycyclic products containing an imine-based indole azepine scaffold, starting from readily available internal tertiary alkynols and azides. This cycloaddition protocol provides efficient and atom-economical access to a new class of fascinating imine-containing products in satisfactory yields, which has shown good application in the construction of seven-membered N-heterocycles.