103095-68-7

Upstream product

• 536-74-3 phenylacetylene 
• 871-31-8 ethyl azide 
• 75-03-6 ethyl iodide 
• 74-96-4 ethyl bromide 
• 75-00-3 chloroethane 
• 1135539-10-4 1-(methylsulfonyl)-4-phenyl-1H-1,2,3-triazole 
• 1680-44-0 4-phenyl-1H-1,2,3-triazole 
• 105-58-8 Diethyl carbonate 

Downstream Products

• 108878-81-5 1,3-diethyl-4-phenyl-1,2,3-triazolium iodide 
• 111091-83-9 1-ethyl-3-benzyl-4-phenyl-[1,2,3]triazolium; iodide 
• 1063819-25-9 1-ethyl-3-methyl-4-phenyl-1,2,3-triazolium iodide 
• 1516897-41-8 1-ethyl-3-methyl-4-phenyl-1H-1,2,3-triazol-3-ium tetrafluoroborate 

Relevant academic research and scientific papers

1,2,3-Triazolylidenes as versatile abnormal carbene ligands for late transition metals

The [3 + 2] cycloaddition of azides and acetylenes followed by nitrogen quaternization was applied for the generation of novel and highly modular triazolium salts. The selective substitution of the 1,3,4-substitution pattern presets such salts as precursors for a new class of abnormal carbene ligands, thus expanding the family of these high-impact ligands. Metalation of the triazolium salts is highly versatile and is illustrated by direct C-H bond activation as well as by applying a transmetalation protocol, thus providing access to Pd(II), Ru(II), Rh(I), and Ir(I) abnormal carbene complexes. The donor properties of these carbenes were analyzed by using Tolman electronic parameters and were found to be slightly stronger than those the most basic normal carbenes. Copyright

One-pot synthesis of 1,4-disubstituted 1,2,3-triazoles via Huisgen 1,3-dipolar cycloaddition catalysed by SiO2-Cu(I) oxide and single crystal X-ray analysis of 1-benzyl-4-phenyl-1H-1,2,3-triazole

A one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles via Huisgen 1,3-dipolar cycloaddition reaction between terminal alkynes, benzyl/allyl/alkyl halides, and NaN3 in water at room temperature using silica-supported copper(I) oxide (SiO2-Cu2O) has been developed. Various supported copper(I) oxide catalysts have been tested for this reaction where silica-supported copper(I) oxide works well in this reaction. The catalyst being heterogeneous can be easily recovered at the end of reaction and can be reused making the process completely economical. A single crystal X-ray analysis of 1-benzyl-4-phenyl-1H-1,2,3-triazole has revealed that the compound crystallizes in the monoclinic space group P21.

Melamine-supported nickel oxide nanoparticles as a good alternative to conventional copper catalysts for the regioselective synthesis of triazole derivatives in water

Nickel oxide nanoparticles supported on melamine as a good alternative to conventional copper catalysts have been prepared and used for the regioselective synthesis of triazole derivatives in water. This catalyst can be reused several times without any si

A one-pot method for synthesis of reduced graphene oxide-supported Cu–Cu2O and catalytic application in tandem reaction of halides and sodium azide with terminal alkynes

Reduced graphene oxide (RGO)-supported Cu–Cu2O nanocomposite material (Cu-Cu2O@RGO) was prepared through a one-pot reflux synthesis method. The morphology, crystal structure and composition of the prepared Cu-Cu2O@RGO were characterized using transmission electron microscopy, X-ray diffraction, and X-ray photoelectron, infrared and Raman spectroscopies. Cu-Cu2O@RGO as a heterogeneous catalyst was applied to tandem reactions of halides and sodium azide with terminal alkynes to synthesize effectively 1,4-disubstituted 1,2,3-triazoles. Moreover, the catalyst showed excellent recyclability performance with very little leaching of the metal. Compared with homogeneous catalysts, Cu-Cu2O@RGO as a green and efficient catalyst was recoverable, easy to separate and highly stable in the tandem method for the synthesis of 1,2,3-triazole compounds.

A copper(II)-thioamide combination as a robust heterogeneous catalytic system for green synthesis of 1,4-disubstituted-1,2,3-triazoles under click conditions

An efficient and practical synthesis of 1,4-disubstituted-1,2,3-triazoles under click conditions using a copper(ii)-thioamide combination as an efficient heterogeneous catalyst is disclosed. Mild reaction conditions and high yields make this method an attractive option for the preparation of triazole derivatives. The key to this procedure was the generation of Cu(I) required for the azide-alkyne cycloaddition, which was achieved by in situ reduction of Cu(II) using thiobenzanilide as reduction agent and ligand.

Base-Induced Highly Regioselective Synthesis of N2-Substituted 1,2,3-Triazoles under Mild Conditions in Air

We developed a highly regioselective base-induced synthesis of N2-substituted 1,2,3-triazoles from N-sulfonyl-1,2,3-triazoles and alkyl bromides/alkyl iodides at room temperature. We propose an SN2-like mechanistic pathway to explain the high N2-regioselectivity. The protocol features a broad substrate scope and generates products in good to excellent yields (72–90%).

Highly efficient synthesis of silica-coated magnetic nanoparticles modified with iminodiacetic acid applied to synthesis of 1,2,3-triazoles

Great efforts have been made to discover new catalysts to facilitate synthesis of organic fine chemicals. In this research, a new silica-coated magnetic nanoparticles functionalized by iminodiacetic acid (Fe3O4@SiO2@IDA) w

Preparation, characterization and catalytic study of a nano-inorganic composite of CuO/NiO for the regioselective synthesis of 1,4-disubstituted-1,2,3-triazoles in water

In this research, a nano-inorganic composite of CuO/NiO is prepared by co-precipitation method as an efficient recyclable nanocatalyst for the regioselective synthesis of 1,4-disubstituted-1,2,3-triazoles in water. The catalyst was characterized by severa

Bifunctional Solid Catalyst for Organic Reactions in Water: Simultaneous Anchoring of Acetylacetone Ligands and Amphiphilic Ionic Liquid “Tags” by Using a Dihydropyran Linker

The use of solid catalysts to promote organic reactions in water faces the inherent difficulty of the poor mass-transfer efficiency of organic substances in water, which is often responsible for insufficient reaction and low yields. To solve this problem, the solid surface can be manipulated to become amphiphilic. However, the introduction of surfactant-like moieties onto the surface of silica-based materials is not easy. By using an accessible dihydropyran derivative as a grafting linker, a surfactant-combined bifunctional silica-based solid catalyst that possessed an ionic liquid tail and a metal acetylacetonate moiety was prepared through a mild Lewis-acid-catalyzed ring-opening reaction with a thiol-functionalized silica. The surfactant-combined silica-supported metal acetylacetone catalysts displayed excellent catalytic activity in water for a range of reactions. The solid catalyst was also shown to be recyclable, and was reused several times without significant loss in activity.

Silica-supported metal acetylacetonate catalysts with a robust and flexible linker constructed by using 2-butoxy-3,4-dihydropyrans as dual anchoring reagents and ligand donors

Anchoring of a metal complex catalyst onto a solid support with a covalent bond has been widely used in designing a recyclable catalyst at molecular level. However, the performance of the obtained solid catalyst relies heavily on the stability and flexibility of the linker between the metal complex and the solid support. A ring-opening reaction of 2-butoxy-3,4-dihydropyrans with mercaptan was known to produce 2-alkylated 1,3-dicarbonyl compounds, which featured good atom economy, excellent yield and mild conditions. With the aid of this reaction, we used, in this work, 2-butoxy-3,4-dihydropyrans as dual anchoring reagents and ligand donors to modify a ready-made SH-functionalized HMS. This opened an easy way to construct a robust and flexible linker for anchoring a metal acetylacetonate complex catalyst onto the HMS support. The thereby obtained HMS can be used to immobilize Cu(acac)2, Zn(acac)2 and Ru(acac)3 complexes. The obtained solid catalysts were fully characterized by many physicochemical methods. In the selected reactions, these catalysts not only displayed better or comparable activity in various organic reactions as compared with their homogeneous counterparts but also were proved to be quite robust and can be recycled several times without significant loss of their activities.