1049744-08-2

Upstream product

• 4094-90-0 (3-iodoprop-2-ynyloxymethyl)benzene 
• 100-39-0 benzyl bromide 
• 4039-82-1 Benzyl propargyl ether 
• 622-79-7 benzyl azide 
• 13610-02-1 1-phenoxy-2-propyne 
• 100-44-7 benzyl chloride 
• 100-51-6 benzyl alcohol 

Relevant academic research and scientific papers

Synthesis of a heterogeneous Cu(OAc)2-anchored SBA-15 catalyst and its application in the CuAAC reaction

A novel dinuclear Cu(OAc)2-anchored SBA-15 catalyst was synthesized by simple proton exchange of a carboxyl functionalized mesoporous SBA-15 silica with Cu(OAc)2 in water. XAFS and EPR spectra were utilized to probe its structure. Su

Aminoclay-supported copper nanoparticles for 1,3-dipolar cycloaddition of azides with alkynes via click chemistry

Aminoclay supported copper nanoparticles are effective in promoting [3+2] cycloaddition of azides with terminal alkynes to produce the corresponding 1,2,3-triazoles in excellent yields. The copper nanoparticles are highly reactive in water and can be recy

Synthesis of a novel resorcin[4]arene-glucose conjugate and its catalysis of the CuAAC reaction for the synthesis of 1,4-disubstituted 1,2,3-triazoles in water

The Cu(i)-catalyzed azide-alkyne cycloaddition (CuAAC) in aqueous media using resorcin[4]arene glycoconjugate (RG) is reported. The eight β-d-glucopyranoside moieties constructed on the resorcin[4]arene upper rim provide a pseudo-saccharide cavity that offers a suitable host environment for water-insoluble hydrophobic azido and/or alkyne substrates in water. The utility of RG was established as an efficient inverse phase transfer catalyst for the CuAAC in water as a green approach for the synthesis of 1,4-disubstituted 1,2,3-triazole species. The catalytic utility of RG (1 mol%) was demonstrated in a multicomponent one-pot CuAAC for various azido/alkyne substrates. The RG acts as a molecular host and a micro-reactor resulting in the 1,4-disubstituted 1,2,3-triazoles in excellent yield.

CuI/L-proline catalyzed click reaction in glycerol for the synthesis of 1,2,3-triazoles

Despite the apparent simplicity of the copper(I) iodide catalyzed CuAAC reaction, the conversion of the catalytic species, i.e. Cu(I) to thermodynamically more stable Cu(II), via aerial oxidation or disproportionation is a major issue. To stabilize the Cu

β-CD/CuI catalyzed regioselective synthesis of iodo substituted 1,2,3-triazoles, imidazo[1,2-a]-pyridines and benzoimidazo[2,1-b]thiazoles in water and their functionalization

An environment benign process has been developed for the regioselective synthesis of 5-iodo-1,4-disubstituted-1,2,3-triazoles catalyzed by CuI/β-CD in water. Moreover, the process was manifested for the efficient synthesis of 2-iodo-imidazo[1,2-a]pyridine

Synthesis of functionalized 1,2,3-triazoles using Bi2WO6 nanoparticles as efficient and reusable heterogeneous catalyst in aqueous medium

Synthesis of functionalized triazoles is reported via Bi2WO6 nanoparticle (10 mol%) mediated 1,3-dipolar cycloaddition reactions of β-nitrostyrenes, phenylacetylene and chalcones with azides (80 °C, 2-6 h) in water. The regioselectiv

Copper(ii) complexes supported by click generated mixed NN, NO, and NS 1,2,3-triazole based ligands and their catalytic activity in azide-alkyne cycloaddition

The preparation and characterization of four new copper(ii) complexes supported by click generated mixed NN, NO, and NS 1,2,3-triazoles are reported. The four complexes display a 1:2 copper/ligand ratio and give monomeric units in the solid state. Crystal structures demonstrate that depending on the flexibility of the ligand NX (X = O, N, S) pendant arm, the coordination environment around the metal center can feature square planar or octahedral geometries. All four complexes are catalytically active at room temperature in a copper-catalyzed alkyne-azide cycloaddition (CuAAC) reaction using sodium ascorbate as a reducing agent and water-ethanol as a solvent mixture. Complex 8 supported by the NS ligand displayed the best catalytic performance of the series allowing for the easy and high yielding preparation of a variety of mono-, bis- and tris-1,2,3-triazoles under low catalyst loadings.

Facile One-Pot Synthesis of 1,2,3-Triazoles Featuring Oxygen, Nitrogen, and Sulfur Functionalized Pendant Arms

A practical and efficient one-pot synthesis of novel 1,2,3-triazoles featuring nitrogen, oxygen, and sulfur functionalized pendant arms has been developed. The click reaction of mono-propargyl derivatives supported by aniline, thiophenol, and benzyl alcohol, with sodium azide and p-substituted benzyl halogenides, renders a series of N-substituted-1,2,3-triazoles in good yields under mild reaction conditions. The catalyst system was based in Cu(OAc)2·H2O, sodium L-ascorbate, and 1,10-phenanthroline monohydrate, and all reactions were performed in a mixture H2O-ethanol (4:1 v/v). Additionally, the preparation of bis-1,2,3-triazoles supported by di-propargylated aniline was carried out, demonstrating the versatility of the present methodology. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the following free supplemental resource(s): Full experimental and spectral details.]

Raney Ni catalyzed azide-alkyne cycloaddition reaction

Raney Ni efficiently catalyzes acetylene azide cycloaddition reactions to form 1,2,3-triazoles. Unlike the CuSO4/sodium ascorbate reagent system, there is no need for a reducing agent under Raney Ni catalysis. Terminal acetylene selectivity, 1,