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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).

Original publication

DOI

10.1007/s11030-012-9357-2

Type

Journal article

Journal

Mol Divers

Publication Date

02/2012

Volume

16

Pages

81 - 90

Keywords

Amines, Bromides, Combinatorial Chemistry Techniques, Magnetic Resonance Spectroscopy, Microfluidics, Microwaves, Molecular Weight, Rheology, Solvents, Triazoles