<p>Due to importance of developing green techniques in synthesis chemistry, design and fabricating efficient heterogenous catalysts is indispensable. In this research, we prepared Nano-Fe<sub>3</sub>O<sub>4</sub>@Dextrin/OSO<sub>3</sub>H as a magnetic and acidic nanocatalyst, and employed it for synthesis of new derivatives of 3-amino-2-phenylsulfonyl-1-aryl-1<i>H</i>-benzo[<i>f</i>]chromene and known derivatives of 2-amino-3-phenylsulfonyl-4-aryl-4<i>H</i>-benzo[<i>h</i>]chromene <i>via</i> three-component reaction method. The core of Nano-Fe<sub>3</sub>O<sub>4</sub>@Dextrin/OSO<sub>3</sub>H was iron oxide nanoparticles, which was coated by dextrin, as a natural biopolymer and source of hydroxyl groups. The surface area of the nanocatalyst was modified with chlorosulfonic acid, to find brønsted acid properties. The initial reactants contained of aromatic aldehydes, (phenylsulfonyl)acetonitrile and β-naphthol or α-naphthol in ethanol solvent under reflux conditions. The structure of Nano-Fe<sub>3</sub>O<sub>4</sub>@Dextrin/OSO<sub>3</sub>H was determined by FT-IR, FE-SEM, ICP, TGA, XRD, BET, and EDX analyzes to understand better its porous surface. In addition to high efficiency, compatibility with green chemistry principles and reusability of the nanocatalyst, high yields of synthesis of chromene derivatives were observed, between 88 and 96%.</p>

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Environmentally benign one-pot synthesis of 1H-benzo[f]chromene and 4H-benzo[h]chromene derivatives using nano-Fe3O4@Dextrin/OSO3H as a green and novel nanocatalyst

  • Mehran Rezaei Nami,
  • Bahareh Sadeghi,
  • Morteza Rouhani

摘要

Due to importance of developing green techniques in synthesis chemistry, design and fabricating efficient heterogenous catalysts is indispensable. In this research, we prepared Nano-Fe3O4@Dextrin/OSO3H as a magnetic and acidic nanocatalyst, and employed it for synthesis of new derivatives of 3-amino-2-phenylsulfonyl-1-aryl-1H-benzo[f]chromene and known derivatives of 2-amino-3-phenylsulfonyl-4-aryl-4H-benzo[h]chromene via three-component reaction method. The core of Nano-Fe3O4@Dextrin/OSO3H was iron oxide nanoparticles, which was coated by dextrin, as a natural biopolymer and source of hydroxyl groups. The surface area of the nanocatalyst was modified with chlorosulfonic acid, to find brønsted acid properties. The initial reactants contained of aromatic aldehydes, (phenylsulfonyl)acetonitrile and β-naphthol or α-naphthol in ethanol solvent under reflux conditions. The structure of Nano-Fe3O4@Dextrin/OSO3H was determined by FT-IR, FE-SEM, ICP, TGA, XRD, BET, and EDX analyzes to understand better its porous surface. In addition to high efficiency, compatibility with green chemistry principles and reusability of the nanocatalyst, high yields of synthesis of chromene derivatives were observed, between 88 and 96%.