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A regioselective approach to synthesize indolyl diketone derivatives via magnetic polymeric copper-catalyst

Matloubi Moghaddam, F ; Sharif University of Technology | 2021

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  1. Type of Document: Article
  2. DOI: 10.1007/s10562-021-03697-3
  3. Publisher: Springer , 2021
  4. Abstract:
  5. Abstract: In the present paper, an efficient Cu-catalyzed regioselective acylation of indoles with phenylglyoxals was developed which is the first example of indolyl diketones synthesis by a heterogeneous catalyst. The magnetic polyacrylonitrile was synthesized through anchoring acrylonitrile monomers on Fe3O4 nanoparticles surface and then modified with 2-aminopyridine. At the final step, copper nanoparticles were immobilized onto the polymeric support containing stable ligands from functionalized nitrile groups of polyacrylonitrile. The different techniques such as Fourier transmission infrared spectroscopy, X-ray diffraction, Field emission scanning electron microscopy, Transmission electron microscopy, and Thermogravimetric analysis were used to prove the structure of the polymeric catalyst. Finally, the activity of the magnetic PAN Cu-catalyst was investigated as an efficient magnetic heterogeneous catalytic system to synthesize 3-acylated indoles with good to high yields. The synthesis of a variety of 3-acylated indoles derivatives was illustrated ready access to this important building blocks class. Graphic Abstract: [Figure not available: see fulltext.] © 2021, The Author(s), under exclusive licence to Springer Science+Business Media, LLC, part of Springer Nature
  6. Keywords:
  7. Catalysts ; Copper ; Field emission microscopes ; High resolution transmission electron microscopy ; Infrared spectroscopy ; Iron oxides ; Ketones ; Magnetite ; Nanomagnetics ; Nanoparticles ; Polymers ; Scanning electron microscopy ; Synthesis (chemical) ; Thermogravimetric analysis ; Transmissions ; Acrylonitrile monomers ; Copper nanoparticles ; Diketone derivatives ; Field emission scanning electron microscopy ; Heterogeneous catalyst ; Heterogeneous catalytic systems ; Polymeric catalysts ; Regioselective acylation ; Regioselectivity
  8. Source: Catalysis Letters ; 2021 ; 1011372X (ISSN)
  9. URL: https://link.springer.com/article/10.1007/s10562-021-03697-3