Molecular Diversity

, Volume 16, Issue 1, pp 81–90

Parallel synthesis of 1,2,4-triazole derivatives using microwave and continuous-flow techniques

  • Tamás Szommer
  • András Lukács
  • József Kovács
  • Miklós J. Szabó
  • Michael G. Hoffmann
  • Monika H. Schmitt
  • János Gerencsér
Full-Length Paper

DOI: 10.1007/s11030-012-9357-2

Cite this article as:
Szommer, T., Lukács, A., Kovács, J. et al. Mol Divers (2012) 16: 81. doi:10.1007/s11030-012-9357-2

Abstract

An efficient and convenient solution-phase synthesis of a 1H-1,2,4-triazole library with potential agrochemical activity is reported employing microwave-assisted organic synthesis (MAOS) and continuous-flow microfluidic synthetic methods starting from commercially available 3,5-dibromo-1H-1,2,4-triazole (1). MAOS was used for the synthesis of 5-amino-3-bromo-1,2,4-triazole analogs 3 and for their 3-aryl derivatives 4 via Suzuki–Miyaura coupling with polymer-supported catalyst. A microfluidic hydrogenation reactor integrated into an automated parallel synthesis platform was built and utilized for the reductive dehalogenation reactions providing 5-aminotriazoles (5).

Graphical Abstract

Keywords

Microwave-assisted organic synthesis Continuous-flow hydrogenation 1H-1,2,4-triazole 

Copyright information

© Springer Science+Business Media B.V. 2012

Authors and Affiliations

  • Tamás Szommer
    • 1
  • András Lukács
    • 1
  • József Kovács
    • 1
  • Miklós J. Szabó
    • 1
  • Michael G. Hoffmann
    • 2
  • Monika H. Schmitt
    • 2
  • János Gerencsér
    • 1
  1. 1.AMRI Hungary Zrt.BudapestHungary
  2. 2.Bayer CropScience AGFrankfurt am MainGermany