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

Authors
  • Szommer, Tamás
  • Lukács, András
  • Kovács, József
  • Szabó, Miklós J
  • Hoffmann, Michael G
  • Schmitt, Monika H
  • Gerencsér, János
Type
Published Article
Journal
Molecular Diversity
Publisher
Springer-Verlag
Publication Date
Feb 01, 2012
Volume
16
Issue
1
Pages
81–90
Identifiers
DOI: 10.1007/s11030-012-9357-2
PMID: 22278610
Source
Medline
License
Unknown

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).

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