1381887-01-9

Upstream product

• 87199-17-5 4-formylphenylboronic acid, 
• 24173-36-2 4-azidobenzaldehyde 
• 536-74-3 phenylacetylene 
• 6286-30-2 erythro-2,3-dibromo-3-phenylpropanoic acid 
• 555-16-8 4-nitrobenzaldehdye 
• 103-64-0 bromostyrene 
• 623-04-1 4-aminobenzenemethanol 
• 31499-54-4 4-azidobenzyl alcohol 
• 7436-90-0 2,2-dibromostyrene 

Downstream Products

• 1338952-02-5 (4-(4-phenyl-1H-1,2,3-triazol-1-yl)phenyl)methanol 

Relevant academic research and scientific papers

Cu(I)-promoted one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles from anti-3-aryl-2,3-dibromopropanoic acids and nitrobenzaldehydes

A series of 1,4-disubstituted 1,2,3-triazoles were synthesized through a one-pot process from easily available anti-3-aryl-2,3-dibromopropanoic acids and nitrobenzaldehydes in hexamethylphosphoric triamide. Inexpensive copper(I) iodide was the catalyst.

Acceptor-π-Acceptor-Acceptor/Donor systems containing dicyanovinyl acceptor group with substituted 1,2,3-triazole motif – synthesis, photophysical and theoretical studies

An efficient synthetic route (target products obtained with yields 65–85%) for obtaining of malononitrile derivatives containing triazole motif substituted in the way providing the electronic architecture Acceptor-π-Acceptor-Acceptor/Donor (–CH2(CN)2/–C6H4–/triazole/substituent) is presented. As the substituents phenyl (A1), p-pentyloxyphenyl (A2), pyrid-2-yl (A3), 9,9-dimethylfluoren-2-yl (A4), 9-octyl-9H-carbazol-3-yl (A5), dibenzo[b,d]thiophen-2-yl (A6) and 2,2′-bithiophenyl-5-yl (A7) were used. The structures of compounds were confirmed by 1H and 13C NMR spectroscopy. The thermal, optical and photophysical properties of obtained target compounds were checked. Understanding of obtained data was supported by quantum-chemical calculations based on DFT methods (time-dependent calculations, NTO analysis, structural parameters). Moreover, the druglikeness analysis was performed based on the commonly known rules.

Discovery of Novel Sphingosine-1-Phosphate-1 Receptor Agonists for the Treatment of Multiple Sclerosis

The sphingosine-1-phosphate-1 (S1P1) receptor agonists have great potential for the treatment of multiple sclerosis (MS) because they can inhibit lymphocyte egress through receptor internalization. We designed and synthesized triazole and isoxazoline derivatives to discover a novel S1P1agonist for MS treatment. Of the two scaffolds, the isoxazoline derivative was determined to have excellent in vitro efficacy and drug-like properties. Among them, compound 21l was found to have superior drug-like properties as well as excellent in vitro efficacies (EC50= 7.03 nM in β-arrestin recruitment and EC50= 11.8 nM in internalization). We also confirmed that 21l effectively inhibited lymphocyte egress in the peripheral lymphocyte count test and significantly improved the clinical score in the experimental autoimmune encephalitis MS mouse model.

A bromobenzene ethylene synthesis by β - 1, 2, 3 - triazole method

The invention discloses a bromobenzene ethylene synthesis of β - 1, 2, 3 - triazole method, synthetic method comprises the following steps: adding to the reaction container in the β - bromophenylacetic vinyl compounds, additive, nitrobenzene compounds, azide, catalyst, sodium ascorbate and organic solvent; under the protection of nitrogen reaction; to be after completion of the reaction, post-processing, by recrystallization or silica gel column chromatography purification to obtain the 1, 2, 3 - triazole class compound; catalyst is a monovalent copper salt or a bivalent copper salt, can be cuprous iodide or copper sulfate and the like. The present invention has high safety, simple operation, mild condition, low cost, easy to industrial production and the like.

Application of two magnetic nanoparticle-supported copper(I) catalysts for the synthesis of triazole derivatives

Catalytic performance of two magnetically recoverable copper(I) complexes is reported for the synthesis of 1,2,3-triazole derivatives. Boronic acids and alkyl halides, in the presence of either catalyst, react with terminal alkynes and NaN3, fo

Method for preparing 1,2,3-triazole through dibromo-vinyl benzene one-pot process

The invention discloses a method for preparing 1,2,3-triazole through a dibromo-vinyl benzene one-pot process. The synthesis method comprises the following steps that a 2,2-dibromo-vinyl benzene compound, sodium azide, a nitrobenzene compound, alkali, a c

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.

Cu(I)-promoted one-pot click-SNAr reaction of nitrobenzaldehydes

A series of 1,4-disubstituted 1,2,3-triazoles containing formyl was synthesized from a variety of readily available nitrobenzaldehydes and alkynes via a convenient one-pot, click-SNAr reaction with moderate to excellent yields. The reactions we

An Efficient Copper-Catalyzed One-Pot Synthesis of 1-Aryl-1,2,3-triazoles from Arylboronic Acids in Water under Mild Conditions

A convenient method for one-pot two-step 1,3-dipolar cycloadditon reaction of arylboronic acid, sodium azide followed with terminal alkynes in the presence of 2-pyrrolecarbaldiminato-Cu(II) complexes catalyst is reported. Various 1-aryl-1,2,3-triazoles were prepared in 63%-97% yields in water at 30C without any additives and avoiding the isolation of unstable aryl azides.

Chemoselective reduction of the carbonyl functionality through hydrosilylation: Integrating click catalysis with hydrosilylation in one pot

Herein we report the chemoselective reduction of the carbonyl functionality via hydrosilylation using a copper(I) catalyst bearing the abnormal N-heterocyclic carbene 1 with low (0.25 mol %) catalyst loading at ambient temperature in excellent yield within a very short reaction time. The hydrosilylation reaction of α,β-unsaturated carbonyl compounds takes place selectively toward 1,2-addition (C=O) to yield the corresponding allyl alcohols in good yields. Moreover, when two reducible functional groups such as imine and ketone groups are present in the same molecule, this catalyst selectively reduces the ketone functionality. Further, 1 was used in a consecutive fashion by combining the Huisgen cycloaddition and hydrosilylation reactions in one pot, yielding a range of functionalized triazole substituted alcohols in excellent yields.