4.7 Article

Palladium-Catalyzed Regioselective Oxidative Coupling of Indoles and One-Pot Synthesis of Acetoxylated Biindolyls

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 75, Issue 1, Pages 170-177

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo902265s

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Funding

  1. Zhejiang Provincial Natural Science Foundation of China [R407106]
  2. Natural Science Foundation of China [20872126]

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Mild conditions have been developed to achieve Pd-catalyzed homocoupling of indoles with excellent regioselectivity in the presence of Cu(OAc)(2)center dot H2O in DMSO at room temperature in high efficiency. This method provides a simple route to 2,3-biindolyls from the electron-rich to moderately electron-poor indoles. The reaction tolerates the bromide substitLient on indoles. In addition, a one-pot approach to C3-position acetoxylated biindolyls is realized via palladium catalysis by the use of AgOAc under oxygen atmosphere as oxidants.

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