20034-95-1

Upstream product

• 127-09-3 sodium acetate 
• 123149-90-6 1-Cyclohexyl-2,4-diphenyl-2H-[1,2,3]triazol-1-ium; chloride 
• 100-63-0 phenylhydrazine 
• 17082-13-2 α-bromoacetophenone oxime 
• 123149-88-2 1-Methyl-2,4-diphenyl-1,2,3-triazolium-chlorid 
• 613-89-8 2-Aminoacetophenone 
• 119072-55-8 tert-butylisonitrile 
• 15424-14-3 N-phenylbenzohydrazonoyl chloride 
• 582-24-1 1-phenyl-2-hydroxyethanone 
• 591-50-4 iodobenzene 
• 112614-96-7 4-phenyl-2H-[1,2,3]triazole 
• 108-86-1 bromobenzene 
• 536-74-3 phenylacetylene 
• 70-11-1 α-bromoacetophenone 

Relevant academic research and scientific papers

AgNO3as Nitrogen Source for Cu-Catalyzed Cyclization of Oximes with Isocyanates: A Facile Route to N-2-Aryl-1,2,3-triazoles

A versatile copper-catalyzed [3 + 1 + 1] annulation of oximes and isocyanates with AgNO3 is described. In this conversion, AgNO3 and isocyanates instead of conventional azide or diazonium reagents were used as the nitrogen source. This three-component transformation was achieved by cleaving N-O/C-H/C-N bonds and building CN/N-N bonds, which provides a strategy to prepare N-2-aryl-1,2,3-triazoles with a good substrate and functional compatibility.

Strategy to Construct 1,2,3-Triazoles by K2CO3-Mediated [4+1] Annulation Reactions of N-Acetyl Hydrazones with Bifunctional Amino Reagents

K2CO3-mediated [4+1] annulation reactions of N-acetyl hydrazones with bifunctional amino reagents are described, which provide an environmental-friendly strategy to construct 1,2,3-triazoles that does not employ metals, azides, organ

Rational design and synthesis of yellow-light emitting triazole fluorophores with AIE and mechanochromic properties

Previously, we reported that N-2-aryl triazoles (NATs) exhibited good fluorescence activity in the UV/blue light range. In an effort to achieve biocompetitive NAT fluorophores with green/yellow emission, a new class of 4-keto-2-(4′-N,N-diphenyl)-phenyl triazoles were designed and synthesized. Herein, we present our study on these novel fluorophores which demonstrated excellent luminescence emission both in solution (Φ up to 96%) and in the solid state (Φ up to 43%). Furthermore, these new compounds showed aggregation-induced emission (AIE) properties and reversible mechanochromic luminescence properties, which suggested their potential applications in chemical and materials science.

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.

Deprotometalation-iodolysis and computed CH acidity of 1,2,3- and 1,2,4-triazoles. Application to the synthesis of resveratrol analogues

1-Aryl- and 2-aryl-1,2,3-triazoles were synthesized by N-arylation of the corresponding azoles using aryl iodides. The deprotometalations of 1-phenyl-1,2,3-triazole and -1,2,4-triazole were performed using a 2,2,6,6-tetramethylpiperidino-based mixed lithi

Another way to the synthesis of 1,2,3-triazoles

The reactions of α-bromoacetophenones with methylhydrazine in refluxing acetic acid generated 2-methyl-4-aryl-2H-[1,2,3]triazoles in good yields. The method was developed by the reactions of α-bromoacetophenones with phenylhydrazines in the presence of cu

Highly N2-selective palladium-catalyzed arylation of 1,2,3-triazoles

A familiar ring? Highly N2-selective arylation of 4,5-unsubstituted and 4-substituted 1,2,3-triazoles was achieved for the first time by the Pd/1 catalyst system. A wide range of N2-aryl-1,2,3- triazoles were prepared from aryl bromi

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.

Efficient synthesis of N-2-aryl-1,2,3-triazole fluorophores via post-triazole arylation

(Chemical Equation Presented) Efficient post-triazole regioselective N-2 arylation was developed from C-4, C-5 disubstituted-1,2,3-NH-triazoles. Three different approaches had been investigated, including SNAr, Cu(I) catalyzed aryl amidation an