1,2,3‐Triazole in Heterocyclic Compounds, Endowed with Biological Activity, through 1,3‐Dipolar Cycloadditions

Abstract

1,3-Dipolar cycloaddition reactions can be considered a powerful synthetic tool in the building of heterocyclic rings, with applications in different fields. In this review we focus on the synthesis of biologically active compounds possessing the 1,2,3-triazole core through 1,3-dipolar cycloaddition reactions. The 1,2,3-triazole skeleton can be present as a single disubstituted ring, as a linker between two molecules, or embedded in a polyheterocycle. The cycloaddition reactions are usually catalysed by copper or ruthenium. Domino reactions can be achieved through dipolarophile anion formation, generally followed by cyclisation. The variety of attainable heterocyclic structures gives an illustration of the importance of the 1,2,3-triazole core in medicinal chemistry

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.…”

Metal-catalyzed azide-alkyne “click” reactions: Mechanistic overview and recent trends

“…This showed that the triazoles linker between rGO and AuNPs were very efficient for charge separation and electron transfer [203]. In the field of biology, click chemistry has also been extensively used with various successful biological, chemical and medicinal applications [204] including nucleic acid ligation [205], bioconjugation for protein modification [206], drug design [207], gel syntheses for biomedical applications [208], chemical modification of biological molecules [209], and biomolecular labeling [210] activity-based protein profiling (ABPP) [211].…”

Crystal structure of 2-(5-(4-fluorophenyl)-3-p-tolyl-4,5-dihydro-1H-pyrazol-1-yl)-4-(5-methyl-1-p-tolyl-1H-1,2,3-triazol-4-yl)thiazole, C29H25FN6S

“…Various heterocycles containing triazole ring . have been synthesized [2][3][4][5][6][7][8][9][10]. They show a variety of interesting biological activities and can be used as antimicrobial agents [2][3][4][5][6][7][8][9][10].…”