116557-89-2

Upstream product

• 2101-87-3 p-methoxy-phenylazide 
• 536-74-3 phenylacetylene 
• 696-62-8 para-iodoanisole 
• 5720-07-0 4-methoxyphenylboronic acid 
• 1414891-18-1 C₁₃H₁₇N₃OSe 
• 28557-00-8 phenylzinc chloride 
• 104-94-9 4-methoxy-aniline 
• 4545-21-5 acetophenone p-toluenesulfonylhydrazone 
• 98-86-2 acetophenone 
• 113628-33-4 2-(4-methoxyphenylimino)-1-phenylethanone 
• 122-60-1 Phenyl glycidyl ether 
• 70978-37-9 1-(azidomethyl)-4-methoxybenzene 
• 1258238-85-5 2-(4-methoxyphenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione 
• 100-42-5 styrene 

Downstream Products

• 1126639-54-0 5-(3,5-di(methyloxycarbonyl)phenyl)-1-(4-methoxyphenyl)-4-phenyl-1H-1,2,3-triazole 
• 1126639-52-8 1-(4-methoxyphenyl)-5-(4-methyloxycarbonylphenyl)-4-phenyl-1H-1,2,3-triazole 
• 1126639-53-9 5-(3-(N,N-dimethylamino)phenyl)-1-(4-methoxyphenyl)-4-phenyl-1H-1,2,3-triazole 

Relevant academic research and scientific papers

Magnetically recoverable CuFe2O4 nanoparticles: Catalyzed synthesis of aryl azides and 1,4-diaryl-1,2,3-triazoles from boronic acids in water

Magnetically recoverable and reusable CuFe2O4 nanoparticles are shown to be highly efficient catalysts for the one-pot synthesis of biologically important 1,4-diaryl-1,2,3-triazoles starting from boronic acids, sodium azide, and acetylenes. The use of aqueous reaction medium at room temperature, the low cost and facile recovery of the catalyst by application of an external magnetic field, and consistently high catalytic efficiency for at least three consecutive cycles renders the protocol operationally attractive. Magnetic and catalytically competent CuFe 2O4 nanoparticles proved to be highly efficient in the three-component synthesis of 1,4-diaryl-1,2,3-triazoles, a class of compounds that has been recognized for its anticancer activity. Copyright

Click chemistry in CuI-zeolites: The Huisgen [3 + 2]-cycloaddition

(Chemical Equation Presented) CuI-exchanged solids based on zeolite materials were investigated for the first time as catalysts in organic synthesis. The catalytic potential of these materials was evaluated in the Huisgen [3 + 2]-cycloaddition.

Ligand-accelerated Cu-catalyzed azide-alkyne cycloaddition: A mechanistic report

The experimental rate law for the Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction was found to vary in complex ways with concentration, the presence of chloride ion, and the presence of accelerating ligands. Several examples of discontinuous (

Efficient one-pot synthesis of 1-aryl 1,2,3-triazoles from aryl halides and terminal alkynes in the presence of sodium azide

An efficient one-pot synthesis of 1-aryl 1,2,3-triazoles from aryl bromides/iodides and terminal alkynes in the presence of sodium azide is described. In the case of aryl iodides, the reactions proceeded at room temperature. The reactions normally gave hi

CuO nanostructures of variable shapes as an efficient catalyst for [3 + 2] cycloaddition of azides with terminal alkyne

CuO nanostructures of variable shapes: CuO nanospheres (5-10 nm), CuO nanorods (W × L = 24-27 nm × 124-140 nm) and CuO nanowires (W × L = 8-10 nm × 230-270 nm) have been synthesised to study the effect of shape of the catalyst on the Cu(i)-catalysed "click" azide-alkyne cycloaddition. Cu(i) species were generated in situ by the reduction of CuO nanostructures in the presence of sodium ascorbate. CuO nanowires exhibited highest catalytic efficiency for the cycloaddition reaction between azide and terminal alkyne, featuring short reaction time, soft reaction conditions and complete regioselectivity. We have further extended the study by using azides with varying functional groups (-OCH3 and -NO2) and studied the effect of shape of the nanostructures on the rate of the reaction and yield of the triazole products. The activity trend observed was: CuO-NW > CuO-NR > CuO-NS, irrespective of the presence of electron withdrawing or donating groups on the azide.

Polysaccharide-based superporous hydrogel embedded with copper nanoparticles: A green and versatile catalyst for the synthesis of 1,2,3-triazoles

In this contribution, we a report a facile synthesis and stabilization of copper nanoparticles (CuNPs) in a superporous hydrogel based on chitosan (Cs) and poly(vinyl alcohol) (PVA). The functional groups of Cs and PVA stabilized the CuNPs and, as a result, several properties (e.g. thermal, morphological and liquid uptake) of the final materials exhibited remarkable improvements in terms of stability and catalytic activity. The metallic nature of CuNPs was confirmed by XRD and XPS analyses. From the XRD data, the Cu nanoparticle size was estimated to range from 3 to 7 nm. Moreover, EDS mapping analysis revealed that the CuNPs are homogeneously distributed throughout the hydrogel surface. The Cs/PVA-CuNP hydrogel was found to be an excellent catalyst for the synthesis of 1,2,3-triazoles using phenyl azide and phenylacetylene as model substrates under mild optimized conditions (>90% yield). Reuse studies revealed that this original CuNP-containing catalyst can be employed in at least 5 consecutive cycloaddition reactions without demonstrating a clear loss of efficiency. Moreover, the copper leaching from the hydrogel matrix was negligible during these consecutive reactions under the investigated conditions. The Cs/PVA-CuNP hydrogel could also efficiently catalyze cycloaddition reactions involving different substituted azide and alkyne precursors.

Combining ethylenediamine and ionic liquid functionalities within SBA-15: A promising catalytic pair for tandem Cu–AAC reaction

This paper discloses the assembly and characterization of an advanced heterogeneous catalyst formulated as CuI@SBA-15/PrEn/ImPF6. It is based on a mesoporous silica SBA-15 skeleton which bears a supported ethylenediamine/CuI complex and covalently anchored imidazolium/PF6 ionic liquid. This catalyst was successfully applied in tandem methods for triazole synthesis starting from different substrate pairs: aryl halides and aryl acetylenes (method A), arylboronic acids and aryl acetylenes (method B). The CuI@SBA-15/PrEn/ImPF6 catalyst showed high activity (up to 90% yields of triazole products under optimized reaction conditions), high stability and no appreciable leaching of CuI owing to its strong binding via the coordination with PrEn functionality. Therefore, the catalyst can be recycled for several consecutive runs (7–14 cycles) in this new synthetic method. For both methods A and B, specific types of green approaches were developed and the favorable products were produced in high yields.

Copper-Catalyzed Four-Component Cascade Reaction for the Construction of Triazoles Bearing β-Hydroxy Chalcogenides

A copper-catalyzed four-component cascade reaction for the preparation of triazoles bearing β-hydroxy chalcogenides from terminal alkynes, azides, epoxides, and Se/K2S is reported. The present reaction proceeds under mild conditions, and exhibits a good functional group compatibility. A possible mechanism is proposed. (Figure presented.).

CuO–NiO bimetallic nanoparticles supported on graphitic carbon nitride with enhanced catalytic performance for the synthesis of 1,2,3-triazoles, bis-1,2,3-triazoles, and tetrazoles in parts per million level

The unification of CuCl2·2H2O and NiCl2·6H2O with the support of graphitic carbon nitride yielded to form an efficient, synergistic, bimetallic nano-catalyst CuO–NiO@g-C3N4. FT-IR, SEM, TEM

A sustainable approach for efficient one-pot synthesis of 1-aryl 1,2,3-triazoles using copper iodide supported on 3-thionicotinyl-urea-modified magnetic nanoparticles in DES

An efficient and retrievable copper(I) catalyst was synthesized by immobilizing of copper iodide on 3-thionicotinyl-urea-modified magnetic nanoparticles and characterized using a variety of analysis techniques. The catalytic activity of these nanoparticle