Preparation of Tetrasubstituted 3-Phosphonopyrroles through Hydroamination: Scope and Limitations

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• 作者：Wouter Debrouwer ; Thomas S. A. Heugebaert ; Christian V. Stevens
• 刊名：Journal of Organic Chemistry
• 出版年：2014
• 出版时间：May 16, 2014
• 年：2014
• 卷：79
• 期：10
• 页码：4322-4331
• 全文大小：428K
• 年卷期：v.79,no.10(May 16, 2014)
• ISSN：1520-6904

文摘

Phosphonylated pyrroles were obtained by a ZnCl₂-catalyzed 5-exo-dig hydroamination of propargylic enamines. These starting compounds were obtained in two steps from commercially available 尾-ketophosphonates. The method tolerates a wide variety of substituents at the 1,2- and 5-position of the pyrrole, while further derivatization allows for the introduction of substituents at the 4-position via lithiation or halogenation.