89804-59-1Relevant academic research and scientific papers
TBHP/TBAI–Mediated simple and efficient synthesis of 3,5-disubstituted and 1,3,5-trisubstituted 1H-1,2,4-triazoles via oxidative decarbonylation of aromatic aldehydes and testing for antibacterial activities
Agisho, Habtamu Abebe,Esatu, Habdolo,Hairat, Suboot,Zaki, Mehvash
supporting information, (2020/05/19)
The author has developed a simple, efficient and eco–friendly convenient general method for synthesis of 3,5–disubstituted–1,2,4–triazoles and 1,3,5–trisubstituted–1,2,4–triazoles from 3–monosubstituted–1,2,4–triazoles and 1,3–disubstituted–1,2,4–triazoles respectively using tetrabutylammonium iodide (TBAI) as catalyst and TBHP as oxidant under mid reaction conditions. This method provides structurally diverse 3,5–disubstituted 1,2,4–triazoes and 1,3,5––trisubstituted–1,2,4–triazoles in good to excellent yields. 3,5–Disubstituted 1,2,4–triazoes and 1,3,5––trisubstituted–1,2,4–triazoles derivatives are biologically and pharmaceutically active molecules, and therefore, this protocol could be of wide applications in medicinal chemistry and organic chemistry.
A 1, 2, 4-triazole derivative synthesis method
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Paragraph 0108-0110, (2016/12/01)
The invention provides a 1,2,4-triazole derivative and a preparation method thereof. The method comprises the following steps: after mixing amidine or o-aminopyridine with a nitrile compound, copper acetate monohydrate, phenanthroline and sodium carbonate, adding an organic solvent; reacting for 12-24 hours in air at 110-120 DEG C; extracting the obtained product by ethyl acetate; drying by anhydrous sodium sulfate; decompressing and concentrating to obtain a coarse product; carrying out column chromatography isolation to obtain the 1,2,4-triazole derivative. Compared with the prior art, the method provided by the invention has the advantages that (1) the method is carried out in an air atmosphere, so that the cost is low; (2) no noble metals, strong bases and organic oxidizing agents are used but copper acetate monohydrate is used as a catalyst, so that the cost is saved; (3) by using amine and nitrile as reaction raw materials, the raw materials are easy to obtain; (4) the synthetic method is high in efficiency, wide in using range and suitable for various substrate reactions.
Facile synthesis of 1,2,4-triazoles via a copper-catalyzed tandem addition-oxidative cyclization
Ueda, Satoshi,Nagasawa, Hideko
supporting information; experimental part, p. 15080 - 15081 (2010/01/16)
A simple one-step synthesis of 1,2,4-triazole derivatives is provided by a copper-catalyzed oxidative coupling reaction under an atmosphere of air. The process should consist of sequential N-C and N-N bond-forming copper-catalyzed oxidative coupling reactions. Starting materials and the copper catalyst are readily available and inexpensive. A wide range of functional groups are tolerated to achieve chemical diversity.
Regioselectivity in the thermal rearrangement of unsymmetrical 4-methyl-4H-1,2,4-triazoles to 1-methyl-1H-1,2,4-triazoles
Gautun, Odd R.,Carlsen, Per H.J.
, p. 969 - 978 (2007/10/03)
The rearrangement of 4-methyl-3,5-diaryl-4H-1,2,4-triazoles to the corresponding 1-methyl-3,5-diaryl-1H-1,2,4-triazoles showed regioselectivity comparable to that observed for the alkylation of 3,5-diaryl-1H-1,2,4-triazoles. This lends support to a proposed mechanism for the rearrangement that involves consecutive nucleophilic displacements steps.
Synthesis of 1,2,4-Triazoles and 1,2,4-Oxadiazoles
Lin, Yang-i,Hlavka, Joseph J.,Bitha, Panayoto,Lang, S. A.
, p. 1693 - 1695 (2007/10/02)
Monothiodiacylamines reacted regiospecifically with hydrazines and hydroxylamine to give substituted 1,2,4-triazoles and 1,2,4-oxadiazoles in excellent yields.
