Synthesis and optical properties of novel 1,2,3-triazole derivatives possessing highly substituted imidazoles

Abstract

Reactions of 1,4,5-triaryl-2-(4-bromomethyl)phenyl-imidazoles with sodium azide in acetone give the corresponding azidomethyl derivatives, which on 1,3-dipolar cycloaddition with various terminal alkynes in the presence of CuI afford novel 1,2,3-triazole products. On the other hand, treatment of 2,4,5-triaryl-1-(4-hydroxyphenyl)-imidazoles with propargyl chloride in the presence of a base gives the corresponding propargyl ether derivatives, which under CuI-catalyzed 1,3-dipolar cycloaddition with benzyl azide produce 1,2,3-triazole derivatives. All the products are characterized from their spectroscopic data and most are evaluated for fluorescence emission. The optical parameters of the studied products are also reported.

Synthesis and biological activity profile of novel triazole/quinoline hybrids

“…The last reaction includes 1,3‐dipolar cycloaddition (Huisgen cycloaddition) and hetero‐Diels‐Alder cycloaddition. Among various types of click reactions, 1,3‐dipolar cycloaddition reaction can serve the need for synthesizing a broad spectrum of triazole derivatives (Ghasemi et al, 2019). Triazoles are five‐membered rings containing three nitrogen atoms and are stable against hydrolysis, metabolic degradation, severe thermal, or redox conditions (Bonandi et al, 2017).…”