An Efficient One-Pot Catalyzed Synthesis of 2,4-Disubstituted 5-Nitroimidazoles Displaying Antiparasitic and Antibacterial Activities

Molecules. 2017 Aug 3;22(8):1278. doi: 10.3390/molecules22081278.

Abstract

A one-pot regioselective bis-Suzuki-Miyaura or Suzuki-Miyaura/Sonogashira reaction on 2,4-dibromo-1-methyl-5-nitro-1H-imidazole under microwave heating was developed. This method is applicable to a wide range of (hetero)arylboronic acids and terminal alkynes. Additionally, this approach provides a simple and efficient way to synthesize 2,4-disubstituted 5-nitroimidazole derivatives with antibacterial and antiparasitic properties.

Keywords: 5-nitroimidazole; Suzuki-Miyaura/Sonogashira; antibacterial; antiparasitic; microwave; regioselectivity.

MeSH terms

  • Anti-Bacterial Agents* / chemical synthesis
  • Anti-Bacterial Agents* / chemistry
  • Antiparasitic Agents* / chemical synthesis
  • Antiparasitic Agents* / chemistry
  • Nitroimidazoles* / chemical synthesis
  • Nitroimidazoles* / chemistry

Substances

  • Anti-Bacterial Agents
  • Antiparasitic Agents
  • Nitroimidazoles