51671-25-1

Upstream product

• 673-32-5 1-Phenylprop-1-yne 
• 622-79-7 benzyl azide 
• 98-80-6 phenylboronic acid 
• 32584-71-7 diphenyl(phenylethynyl)stibine 
• 74-88-4 methyl iodide 
• 103-79-7 1-phenyl-acetone 

Relevant academic research and scientific papers

Antimony–lithium exchange reaction: Synthesis of 1,4,5-trisubstituted-1,2,3-triazoles by triazolyllithium with electrophiles

Trisubstituted 5-stibano-1H-1,2,3-triazoles 3 was synthesized by the Cu-catalyzed [3 + 2] cycloaddition of ethynylstibane 1 with benzyl azide 2 in the presence of CuBr (5 mol%) under aerobic conditions. 5-Stibanotriazole 3 was treated with an equimolecular amount of phenyllithium (PhLi) in anhydrous THF under argon atmosphere at ?78 °C. Subsequent treatment with various electrophiles formed 1,4,5-trisubstituted-1,2,3-triazoles 5 containing a benzyl moiety. This reaction is a novel example of an antimony (Sb) – lithium (Li) exchange reaction for the functionalization of heterocycles.

Insight into the Mechanism of the CuAAC Reaction by Capturing the Crucial Au4Cu4-π-Alkyne Intermediate

The classic Fokin mechanism of the CuAAC reaction of terminal alkynes using a variety of Cu(I) catalysts is well-known to include alkyne deprotonation involving a bimetallic σ,π-alkynyl intermediate. In this study, we have designed a CNT-supported atomica

Synergistic Effect of Copper and Ruthenium on Regioselectivity in the Alkyne-Azide Click Reaction of Internal Alkynes

Cu(I) salts have been shown to improve the regioselectivity and rate of the Ru-catalyzed alkyne-azide click reaction of internal alkynes with azides. While Cu and Ru individually provide complementary regioselectivity in the case of terminal alkynes, the

A general method of Suzuki-Miyaura cross-coupling of 4- and 5-halo-1,2,3-triazoles in water

A general method of the synthesis of 1,4,5-trisubstituted-1,2,3-triazoles by Suzuki-Miyaura cross-coupling from 4- and 5-halo-1,2,3-triazoles is reported. The reaction is mediated by an expanded-ring N-heterocyclic carbene palladium complex in water. The

Metal-Free Intermolecular Azide-Alkyne Cycloaddition Promoted by Glycerol

Metal-free intermolecular Huisgen cycloadditions using nonactivated internal alkynes have been successfully performed in neat glycerol, both under thermal and microwave dielectric heating. In sharp contrast, no reaction occurs in other protic solvents, su

An enolate-mediated organocatalytic Azide-Ketone [3+2]-cycloaddition reaction: Regioselective high-yielding synthesis of fully decorated 1,2,3-Triazoles

An enolate-mediated organocatalytic azide-ketone [3+2]-cycloaddition (OrgAKC) reaction of a variety of enolizable arylacetones and deoxybenzoins with aryl azides was developed for the synthesis of fully decorated 1,4-diaryl-5-methyl(alkyl)-1,2,3-triazoles

[Cu8(μ8-H){S2P (OEt)2} 6](PF6): A novel catalytic hydride-centered copper cluster for azide-alkyne cycloaddtion

A hydride-centered dithiophosphate cluster [Cu8(μ 4-H){S2P(OEt)2}6](PF6) (1)] previously developed by us was applied as a new catalyst to the 1,3-dipolar cycloaddition of organic azides and

Coordinatively unsaturated ruthenium complexes as efficient alkyneazide cycloaddition catalysts

The performance of 16-electron ruthenium complexes with the general formula Cp*Ru(L)X (in which L = phosphine or N-heterocyclic carbene ligand; X = Cl or OCH2CF3) was explored in azidealkyne cycloaddition reactions that afford the 1,2,3- triazole products

A study of the scope and regioselectivity of the ruthenium-catalyzed [3 + 2]-cycloaddition of azides with internal alkynes

[3 + 2]-Cycloadditions of alkyl azides with various unsymmetrical internal alkynes in the presence of Cp*RuCl(PPh3)2 as catalyst in refluxing benzene have been examined, leading to 1,4,5-trisubstituted-1,2,3-triazoles. Whereas alkyl

An Improved Procedure for the Preparation of 1-Benzyl-1H-1,2,3-triazoles from Benzyl Azides.

A procedure for the preparation of substituted 1-benzyl-1H-1,2,3-triazoles from benzyl azides under very mild conditions is described.The method provides improved yields and extends the scope of the Dimroth Reaction to other types of active methylene compound to those previously used.Benzyl azides react with active methylene compounds in dimethyl sulphoxide catalysed by potassium carbonate at 35-40 deg C to give 1H-1,2,3-triazoles usually in good yield.Acetonitrile derivatives gave 5-amino-1H-1,2,3-triazoles whereas diethyl malonate gave 5-hydroxy-1H-1,2,3-triazoles. 1H-1,2,3-Triazole-4-carboxylate esters and 1H-1,2,3-triazole-4-ketones were obtained from ethyl acetoacetate and β-diketones respectively.Benzyl methyl ketone reacted to give 5-methyl-4-phenyl-1H-1,2,3-triazole, but acetone and acetophenone failed to react.Other active methylene compounds which did not react under these reaction conditions included ethyl cyanoacetate, ethyl fluoroacetate and ethyl nitroacetate.