915727-99-0

Upstream product

• 403-31-6 4-fluoro-2-hydroxy-acetophenone 
• 100-63-0 phenylhydrazine 
• 591-50-4 iodobenzene 
• 766-98-3 1-ethynyl-4-fluorobenzene 
• 872368-73-5 4-(4-fluorophenyl)-2H-1,2,3-triazole 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 7542-64-5 α,α-Dibromo-4'-fluoroacetophenone 

Relevant academic research and scientific papers

Catalyst-Free Regioselective N2 Arylation of 1,2,3-Triazoles Using Diaryl Iodonium Salts

The widespread application of 1,2,3-triazoles in pharmaceuticals has resulted in substantial interest toward developing efficient postmodification methods. Whereas there are many postmodification methods available to obtain N1-substituted 1,2,3-triazoles, developing a selective and convenient protocol to synthesize N2-aryl-1,2,3-triazoles has been challenging. We report a catalyst-free and regioselective method to access N2-aryl-1,2,3-triazoles in good to excellent yields (66-97%). This scalable postmodification protocol is effective for a wide range of substrates.

α,α-dibromoketones as useful precursors in organic synthesis: A simple and efficient synthesis of 2,4-diaryl- 1,2,3-triazoles via oxidative cyclization of bisphenylhydrazones

α,α-Dibromoacetophenones (1a-1f) on reaction with phenylhydrazine afford corresponding arylglyoxal bisphenylhydrazones (2a-2f). The oxidation of bishydrazones 2a-2f by using copper(II) chloride in acetic acid leads to intramolecular cyclization with the formation of 2,4-diaryl-1,2,3-triazoles (3a-3f). The method for the conversion 1 → 3 has been simplified by developing one-pot procedure without isolation of intermediates 2.

N-2-Aryl-1,2,3-triazoles: A novel class of UV/blue-light-emitting fluorophores with tunable optical properties

The N-2-aryl-1,2,3-triazole derivatives (NATs) were developed as a new class of UV/blue-light-emitting fluorophores. Though both N-1-aryl-1,2,3- triazoles and N-2-aryl-1,2,3-triazoles gave strong photo absorption under excitation at 330 nm, only the N-2-analogous showed strong fluorescence emission in the UV/blue range with high efficiency in various solvents (quantum yield Φ around 0.3-0.5). Significant substituted group effects were observed, allowing tunable optical properties with emission (λmax) from 350-400 nm and Stokes shift from 38-93 nm. The computational studies along with X-ray crystal structures indicated the significance of the effective conjugation between triazole ring and aryl groups on the N-2 position. The planar intramolecular charge transfer (PICT) mechanism was proposed, which was supported by solvent effect studies. Simple derivatizations gave NAT-modified lysine and strong UV/blue emitting bis-NAT (Φ=0.76, λmax= 390), which suggested the great potential of this new class of fluorophores in biological and material science research.

Simple and efficient one-pot synthesis of 2,4-diaryl-1,2,3-triazoles

A general and efficient method for the preparation of 2,4-diaryl-1,2,3- triazoles from α-hydroxyacetophenones and phenylhydrazines is reported. The essential characteristics of this method include mild reaction conditions, a straight-forward workup proced