4.7 Article

Palladium(II)-Catalyzed Tandem Cyclization/C-H Functionalization of Alkynes for the Synthesis of Functionalized Indoles

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 20, Pages 9163-9170

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo301741j

Keywords

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Funding

  1. National Science Foundation [NSF 21072080]
  2. Fundamental Research Funds for the Central Universities [Izujbky-2011-151, Izujbky-2010-k09]

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A palladium-catalyzed tandem cyclization/C-H functionalization of two alkynes was accomplished to construct a series of polycyclic functionalized indoles. A range of internal alkynes bearing synthetically useful functional groups were tolerated. A good regioselectivity was observed when alkyl-substituted alkynes were introduced into the reaction system, and a single product was obtained. Molecular oxygen was used as the terminal oxidant in the approach, rendering the reaction more sustainable.

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