4.6 Article

An efficient, mild and selective Ullmann-type N-arylation of indoles catalysed by Pd immobilized on amidoxime-functionalized mesoporous SBA-15 as heterogeneous and recyclable nanocatalyst

Journal

APPLIED ORGANOMETALLIC CHEMISTRY
Volume 29, Issue 4, Pages 195-199

Publisher

WILEY
DOI: 10.1002/aoc.3264

Keywords

SBA-15/AO/Pd(0); Ullmann coupling; indole; C-N bond formation

Funding

  1. Bu-Ali Sina University
  2. Center of Excellence and Development of Chemical Methods (CEDCM)
  3. Payame Noor University (PNU)

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A wide range of N-arylated indoles were selectively synthesized through intermolecular C(aryl)N bond formation from the corresponding aryl iodides and indoles through Ullmann-type coupling reactions in the presence of a catalytic amount of Pd immobilized on amidoxime-functionalized mesoporous SBA-15 (SBA-15/AO/Pd(0)) under mild reaction conditions. These cross-coupled products were obtained in excellent yields under mild conditions at extremely low palladium loading (ca 0.3mol%), and the heterogeneous catalyst can be readily recovered by simple filtration and reused seven times with loss in its activity. Copyright (c) 2015 John Wiley & Sons, Ltd.

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