New click-chemistry methods for 1,2,3-triazoles synthesis: recent advances and applications

Ruthenium-Catalyzed Azide Alkyne Cycloaddition Reaction: Scope, Mechanism, and Applications

“…While this ruthenium-catalyzed azide alkyne cycloaddition (RuAAC) has as yet not found as prevalent use as the CuAAC reaction, reports of its application are increasing rapidly. Although, the RuAAC reaction has been briefly mentioned in several reviews on triazole formation [13][14][15][16][17][18][19][20][21][22][23] and metalcatalyzed reactions, [24][25][26] by now a comprehensive survey focused solely on RuAAC is needed.…”

(E)-1-[5-Methyl-1-(p-tolyl)-1H-1,2,3-triazol-4-yl]-3-{3-[5-methyl-1-(p-tolyl)-1H-1,2,3-triazol-4-yl]-1-phenyl-1H-pyrazol-4-yl}prop-2-en-1-one

“…1,2,3-Triazoles are interesting heterocycles that have major applications in biotechnology and in particular in drug discovery (Totobenazara & Burke, 2015;Dheer et al, 2017). Heterocycles containing a 1,2,3-triazole ring system have been used in the treatment of cancer cells (Yadav et al, 2017).…”

Synthesis of a Novel Rhizobitoxine-Like Triazole-Containing Amino Acid

“…1,2,3-Triazole derivatives have gained a recent interest in medicinal chemistry because they are pharmacophores with good stability and high aqueous solubility, [17][18][19][20][21] particularly in the area of peptidomimetics 22 and are readily accessible by the Huisgen 1,3-dipolar cycloaddition involving an alkyne and an azide. [23][24][25][26] In this paper, we describe the synthesis of a new triazole-containing amino acid analogue of rhizobitoxine in protected form (compound (1S,2S)-2) from serine ( Figure 2) where the central enol ether linkage in rhizobitoxine is replaced by the robust 1,2,3-triazole linker in such a way that there is no longer β,γ-unsaturation to the amino acid moiety. This analogue should be a stable analogue compared to unstable vinylglycine derivatives and, based on reported mechanisms of inhibition, such an unusual amino acid could be a potential inhibitor of PLP-dependent enzymes.…”