68809-42-7

Upstream product

• 622-37-7 Phenyl azide 
• 766-97-2 4-n-methylphenylacetylene 
• 98-80-6 phenylboronic acid 
• 62-53-3 aniline 
• 122-00-9 para-methylacetophenone 
• 104-09-6 4-methylphenylacetaldehyde 
• 591-50-4 iodobenzene 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 699-02-5 4-Methylphenethyl alcohol 
• 4209-24-9 p-methylphenacyl chloride 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 60672-33-5 4-methyl-N'-(1-(p-tolyl)ethylidene)benzenesulfonohydrazide 
• 538-51-2 benzylidene phenylamine 
• 128256-31-5 C₁₅H₁₅BrN₂O₂S 

Relevant academic research and scientific papers

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 ferrocene functionalized Schiff base containing Cu(ii) complex: Synthesis, characterization and parts-per-million level catalysis for azide alkyne cycloaddition

Atom economy is one of the major factors in developing catalysis chemistry. Using the minimum amount of catalyst to obtain the maximum product yield is of the utmost priority in catalysis, which drives us to use parts-per-million (ppm) levels of catalyst

Palladium-catalyzed selective ortho C–H alkoxylation at 4-aryl of 1, 4-disubstituted 1, 2, 3-triazoles

The ortho- C–H bonds at C(4)-aryl of 1, 4-disubstituted 1, 2, 3-triazoles were regioselectively alkoxylated in good to excellent yields with under the directing of the triazole ring. Some products were found to exhibit strong antifungal capacity to fight against root-rot disease of Panax notoginseng by testing the minimum inhibitory concentration (MIC).

Iodine-mediated C-N and N-N bond formation: A facile one-pot synthetic approach to 1,2,3-triazoles under metal-free and azide-free conditions

A novel strategy towards the synthesis of 1,4-disubstituted 1,2,3-triazoles via C-N and N-N bond formation has been demonstrated under transition metal-free and azide-free conditions. These 1,2,3-triazoles were obtained in a regioselective manner from commercially available anilines, aryl alkenes/aryl alkynes and N-tosylhydrazines using I2 under O2 atmosphere. Broad substrate scope, milder reaction conditions, good to moderate yields and clean protocol are the notable features of the method. Moreover, this protocol is amenable for the generation of a library of medicinally important key building blocks.

Water as a solvent for Ru-catalyzed click reaction: Highly efficient recyclable catalytic system for triazolocoumarins synthesis

A new family of Ru (III) complexes has been synthesized, characterized and their catalytic performance has been tested for alkyne–azide cycloaddition (AAC) in water under ultrasonic irradiation conditions. These complexes are found to be effective heterog

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.

Copper complexes of arylselenolate-based ligands: Synthesis and catalytic activity in azide-alkyne cycloaddition reactions

[CuCl2(PPh3)2] reacts with the sodium salt of arylselenolates to yield tetrahedral [CuCl(SeAr)(PPh3)2] ((Ar = Ph, 1a; C5H4N, 1b; C4H(4,6-Me)2N2),

Method for preparing 1,2,3-triazole compound by heterogeneous copper catalysis in one pot

The invention relates to a method for preparing a 1-aryl-4-substituted-1,2,3-triazole compound shown as a formula (II). The method comprises the following steps: mixing arylboronic acid (1), NaN3, a heterogeneous copper catalyst and solvent water, performing a stirring reaction at 25-60 DEG C for 4-8 hours, performing TLC (thin-layer chromatography) monitoring till the arylboronic acid (1) is completely converted, replacing air in the reaction system by using N2, adding a terminal alkyne (2), performing a reaction at 40-80 DEG C for 6-10 hours under the protection of N2, and performing post-treatment on the reaction solution to obtain a product (II). By adopting the preparation method, Cu-coated SBA-15-PTAA is used as a catalyst, a series of 1-aryl-4-substituted-1,2,3-triazole compounds are prepared through a one-pot Chan-Lam/Click series method without additionally adding a reducing agent, the developed catalytic method is green, safe and economical, the amount of three wastes (wastegas, waste water and industrial residue) is small, the yield of a target product is high, and the substrate application range is wide.

SO2F2-Mediated Oxidative Dehydrogenation and Dehydration of Alcohols to Alkynes

Direct synthesis of alkynes from inexpensive, abundant alcohols was achieved in high yields (greater than 40 examples, up to 95% yield) through a SO2F2-promoted dehydration and dehydrogenation process. This straightforward transformation of sp3-sp3 (C-C) bonds to sp-sp (C=C) bonds requires only inexpensive and readily available reagents (no transition metals) under mild conditions. The crude alkynes are sufficiently free of impurities to permit direct use in further transformations, as illustrated by regioselective Huisgen alkyne-azide cycloaddition reactions with PhN3 to give 1,4-substituted 1,2,3-traiazoles (16 examples, up to 92% yield) and Sonogashira couplings (10 examples, up to 77% yield).

Waste-minimised copper-catalysed azide-alkyne cycloaddition in Polarclean as a reusable and safe reaction medium

Herein we report the first example of a generally useful organic reaction, namely the copper-catalysed azide-alkyne cycloaddition, performed in a Polarclean/water mixture as a reaction medium. The process is very efficient, affording in 24 out of the 26 tested cases the desired triazole in quantitative yields. Product isolation is also very convenient, since the triazoles either precipitate or form a separate liquid phase, without the need to perform chromatographic separations. Moreover, since the metal catalyst is retained in the Polarclean/water phase, the catalyst/reaction medium can be easily reused for consecutive reaction runs, without an apparent loss in efficiency. This methodology is associated with very limited waste production, as evidenced by calculated E-factors in the range 2.6-3.7.