The Neber Approach to 2-(Tetrazol-5-yl)-2H-Azirines

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• 作者：Ana L煤cia Cardoso ; Lourdes Gimeno ; Am茅rico Lemos ; Francisco Palacios ; Teresa M. V. D. Pinho e Melo
• 刊名：The Journal of Organic Chemistry
• 出版年：2013
• 出版时间：July 19, 2013
• 年：2013
• 卷：78
• 期：14
• 页码：6983-6991
• 全文大小：397K
• 年卷期：v.78,no.14(July 19, 2013)
• ISSN：1520-6904

文摘

The synthesis of 2-(tetrazol-5-yl)-2H-azirines is reported for the first time. Using the Neber approach, 尾-ketoxime-1H-tetrazoles were converted into the target 2H-azirines bearing phenyl, furan-2-yl, thiophen-2-yl, or pyrrol-2-yl substituents at C-3. It was demonstrated that the alkaloid-mediated Neber reaction allows the asymmetric synthesis of 2-(tetrazol-5-yl)-2H-azirines.