15965-36-3

Upstream product

• 624-90-8 methyl azide 
• 15241-23-3 (Z)-nitrostyrene 
• 536-74-3 phenylacetylene 
• 1258275-51-2 3-methyl-1,4-diphenyl-1H-1,2,3-triazol-3-ium iodide 
• 1680-44-0 4-phenyl-1H-1,2,3-triazole 
• 616-38-6 carbonic acid dimethyl ester 
• 6175-45-7 2,2-diethoxyacetophenone 
• 74-89-5 methylamine 
• 1135539-10-4 1-(methylsulfonyl)-4-phenyl-1H-1,2,3-triazole 
• 74-88-4 methyl iodide 
• 74-83-9 methyl bromide 
• 1352807-56-7 4-phenyl-1-((trimethylsilyl)methyl)-1H-1,2,3-triazole 

Downstream Products

• 1374671-95-0 N-Isopropyl-6-(3-methyl-5-phenyl-3H-[1,2,3]triazol-4-ylmethoxy)-nicotinamide 
• 1374671-96-1 6-(3-Methyl-5-phenyl-3H-[1,2,3]triazol-4-ylmethoxy)-N-(tetrahydro-pyran-4-yl)-nicotinamide 
• 1374672-80-6 (3-methyl-5-phenyl-3H-[1,2,3]triazol-4-yl)-methanol 
• 1374672-81-7 6-(3-methyl-5-phenyl-3H-[1,2,3]triazol-4-ylmethoxy)-nicotinic acid methyl ester 
• 1374672-82-8 6-(3-methyl-5-phenyl-3H-[1,2,3]triazol-4-ylmethoxy)-nicotinic acid 
• 1374673-05-8 3-chloro-6-[5-(4-fluoro-phenyl)-3-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-pyridazine 
• 1374672-79-3 3-methyl-5-phenyl-3H-[1,2,3]triazole-4-carbaldehyde 
• 1374672-35-1 6-[5-(4-fluoro-phenyl)-3-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid ethyl ester 
• 1374672-36-2 6-[5-(4-Fluoro-phenyl)-3-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid (tetrahydro-pyran-4-yl)-amide 
• 1374673-07-0 6-[5-(4-fluoro-phenyl)-3-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid 

Relevant academic research and scientific papers

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%).

A Scalable Metal-, Azide-, and Halogen-Free Method for the Preparation of Triazoles

A scalable metal-, azide-, and halogen-free method for the synthesis of substituted 1,2,3-triazoles has been developed. The reaction proceeds through a 3-component coupling of α-ketoacetals, tosyl hydrazide, and a primary amine. The reaction shows outstanding functional-group tolerance with respect to both the α-ketoacetal and amine coupling partners, providing access to 4-, 1,4-, 1,5-, and 1,4,5-substituted triazoles in excellent yield. This robust method results in densely functionalised 1,2,3-triazoles that remain challenging to prepare by azide–alkyne cycloaddition (AAC, CuAAC, RuAAC) methods and can be scaled in either batch or flow reactors. Methods for the chemoselective reaction of either aliphatic amines or anilines are also described, revealing some of the potential of this novel and highly versatile transformation.

Dinuclear Cu(I) Halides with Terphenyl Phosphines: Synthesis, Photophysical Studies, and Catalytic Applications in CuAAC Reactions

Several dinuclear terphenyl phosphine copper(I) halide complexes of composition [CuX(PR2Ar′)]2 (X = Cl, Br, I; R = hydrocarbyl, Ar′ = 2,6-diarylterphenyl radical), 1-5, have been isolated from the reaction of CuX with 1 equiv of the phosphine ligand. Most

Preparation of an efficient catalyst through injection of CuI on modified poly (styrene-co-maleic anhydride) and theoretical investigation of the structural and electronic properties of catalyst

A novel polymer supported [poly (styrene-co-maleic imide) (SMI)]Cu(I) nano-particles was prepared via in situ reaction of 4-amino-5-methyl-4H-1,2,4-triazole-3-thione with [poly (styrene-co-maleic anhydride)] (SMA) along with immobilization of CuI. These nano-particles were fully characterized by using scanning electron microscopy (SEM), energy dispersive spectroscopy analysis, Xray (EDAX), inductively coupled plasma (ICP) analysis, 1H NMR and FT-IR techniques. Moreover, the structural and electronic features of metal–ligand interactions in the complex model of polymer-supported copper nanocatalyst were assessed using density functional theory calculations. The catalytic activity of these supported Cu(I) nonoparticles was examined in one of the classiest name reaction so–called “click reaction” which is coined K. B Sharpless for the regioselective synthesis of 1,2,3-triazole derivatives using a multicomponent reaction (MCR) involving benzyl halides, sodium azide and terminal alkynes in water as a green solvent. This heterogeneous catalyst showed excellent catalytic activity and was separated by simple filtration and was used at least in five consecutive runs without a significant decrease in its activity.

Intermolecular Palladium(0)-Catalyzed Atropo-enantioselective C-H Arylation of Heteroarenes

Atropisomeric (hetero)biaryls are motifs with increasing significance in ligands, natural products, and biologically active molecules. The straightforward construction of the stereogenic axis by efficient C-H functionalization methods is extremely rare an

Copper(II) schiff base complexes with catalyst property: Experimental, theoretical, thermodynamic and biological studies

Two novel copper(II) Schiff base complexes were synthesized and characterized by various physico-chemical and spectroscopic methods, revealing a distorted square planar geometry around the copper atom. The analytical data confirmed the 1:1 metal to ligand

CuI nanoparticles on modified poly(styrene-co-maleic anhydride) as an effective catalyst in regioselective synthesis of 1,2,3-triazoles via click reaction: a joint experimental and computational study

In situ immobilization of CuI nanoparticles (NPs) on modified poly(styrene-co-maleic anhydride) [SMA] was achieved. Proper immobilization of CuI on the prepared support was confirmed by scanning electron microscopy (SEM), energy dispersive X-ray analysis

Functionalized graphene oxide supported copper (I) complex as effective and recyclable nanocatalyst for one-pot three component synthesis of 1,2,3-triazoles

Efficient, one pot three-component reaction of alkyl halides, sodium azide with terminal alkynes can be catalyzed by functionalized graphene oxide with copper(I) under thermal conditions. A series of 1,4-disubstituted 1,2,3-triazoles were obtained by this one-pot strategy. The catalyst was prepared and characterized by Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), emission scanning electron microscopy (FE-SEM) and energy dispersive X-ray (EDX). The catalyst can be reused at least five times without significant deactivation.

Ultrasound promoted facile one pot synthesis of triazole derivatives catalyzed by functionalized graphene oxide Cu(I) complex under mild conditions

A facile one pot three component reaction of alkyl halides, sodium azide with terminal alkynes can be catalyzed by functionalized graphene oxide copper (I) complex under ultrasonic irradiation at room temperature. In this protocol, the 1,4-disubstituted 1,2,3-triazoles were afforded as target pure products in excellent yields and short reaction times. The prepared catalyst has been characterized by Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction spectroscopy (XRD), Energy Dispersive X-ray (EDX) and field emission scanning electron microscopy (FE-SEM) techniques. Also, the catalyst is chemoselective and stable and can be reused several times without any appreciable loss of its catalytic activity.

Copper(I) iodide supported on modified cellulose-based nano-magnetite composite as a biodegradable catalyst for the synthesis of 1,2,3-triazoles

Nano-Fe3O4@Cellulose-NH2-CuI as a novel magnetically separable composite was prepared and fully characterized using various techniques including Fourier transform infrared, X-ray photoelectron and energy-dispersive X-ray spectroscopies, X-ray diffraction, field-emission scanning and transmission electron microscopies, thermogravimetric analysis and vibrating sample magnetometry. To obtain an appropriate structure and also to describe to some extent the different kinds of metal–ligand interactions present in the nano-Fe3O4@Cellulose-NH2-CuI composite, covalent and electrostatic interactions, density functional theory model chemistry and quantum theory of atoms in molecules method were employed, respectively. This cellulose-based heterogeneous catalyst can effectively promote the one-pot three-component reaction of a variety of terminal alkynes bearing substituted phenyls or propargylic alcohol together with substituted benzyl halides and sodium azide, so-called click reaction, in water to afford the corresponding 1,4-disubstituted 1,2,3-triazoles with improved yields and regioselectivity. The magnetic catalyst was conventionally recovered using an external magnet and reused in at least four successive runs under the optimal reaction conditions, without appreciable loss of its activity.