4.7 Article

Copper-Mediated Direct C2-Cyanation of Indoles Using Acetonitrile as the Cyanide Source

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 78, Issue 18, Pages 9494-9498

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo4014904

Keywords

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Funding

  1. National Natural Science Foundation of China [21172106, 21074054]
  2. National Basic Research Program of China [2010CB923303]
  3. Research Fund for the Doctoral Program of Higher Education of China [20120091110010]
  4. Natural Science Foundation of China [21272178]

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A copper-mediated C2-cyanation of indoles using cheap and commercially available acetonitrile as the nonmetallic cyanide source was achieved through sequential C-C and C-H bond cleavages. The installation of a removable pyrimidyl group on the indole nitrogen atom is the key for this C2 selectivity. This approach provides a novel and alternative route leading to indole-2-carbonitrile.

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