Construction of Oxadiazepines via Lewis Acid-Catalyzed Tandem 1,5-Hydride Shift/Cyclization

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• 作者：Yong-Zhi Chang ; Ming-Lei Li ; Wen-Feng Zhao ; Xiaoan Wen ; Hongbin Sun ; Qing-Long Xu
• 刊名：Journal of Organic Chemistry
• 出版年：2015
• 出版时间：October 2, 2015
• 年：2015
• 卷：80
• 期：19
• 页码：9620-9627
• 全文大小：448K
• ISSN：1520-6904

文摘

Expeditious access to oxadiazepines via 1,5-hydride shift/cyclization of pyrrolidine- or tetrahydroisoquinoline-containing nitrones has been developed. With 1,3-dipole nitrones serving as the hydride acceptors, this transformation was promoted by a Lewis acid, providing access to structurally diverse oxadiazepines in good yields. A one-pot process for in situ nitrone formation, a 1,5-hydride shift, and ring cyclization was also realized.