1596118-89-6Relevant articles and documents
4-Trichloroacetyl-1,2,3-triazoles: A versatile building block for rapid assessment of carbohydrazides and rufinamide derivatives
Bonacorso, Helio G.,Libero, Francieli M.,Luz, Fábio M.,Moraes, Maiara C.,Cavinatto, Susiane,Stefanello, Felipe S.,Rodrigues, Melissa B.,Zanatta, Nilo,Martins, Marcos A.P.
, p. 3827 - 3830 (2017/09/15)
This work reports the synthesis of a series of (1H-1,2,3-triazol-4-yl)carbohydrazides (2), which were obtained from 4-trichloroacetyl-1H-1,2,3-triazoles (1). Triazoles 1 were synthesized by 1,3-dipolar cycloaddition reaction, starting from 4-alkoxy-1,1,1-trichloroalk-3-en-2-ones and benzyl azides and easily (15 min) converted to 2 by reaction with hydrazine hydrate (73–82% yield). Carbohydrazides 2 proved to be a versatile building block for constructing a series of fluorinated heterocycles analogous to rufinamide, i.e., 1H-1,2,3-triazol-4-yl-1,3,4-oxadiazoles, a pyrrole derivative, and a 2-pyrazoline, through [4+1]–, [1+4]–, and [3+2]–cyclocondensation reactions, respectively. Finally, and according to the Lipinski's rule of five, 2,6-difluorobenzylated 1,2,3-triazoles can be considered as potential candidates for further biological activity assays.