1198769-39-9

Upstream product

• 620533-90-6 1‐(azidomethyl)‐3‐(trifluoromethyl)benzene 
• 932-88-7 1-iodo-2-phenylethyne 
• 536-74-3 phenylacetylene 

Downstream Products

• 1198769-40-2 1-(3-(trifluoromethyl)benzyl)-4-phenyl-1H-1,2,3-triazole 

Relevant academic research and scientific papers

Synthesis of 5-Fluorotriazoles by Silver-Mediated Fluorination of 5-Iodotriazoles

A simple method was developed for the direct fluorination of 5-iodotriazoles with AgF as fluoride source and N1,N1,N2,N2-tetramethylethane-1,2-diamine (TMEDA) as ligand. This method is compatible with various fu

Synthesis of 5-iodo-1,4-disubstituted-1,2,3-triazoles mediated by in situ generated copper(I) catalyst and electrophilic triiodide ion

Mixing copper(II) perchlorate and sodium iodide solutions results in copper(I) species and the electrophilic triiodide ions, which collectively mediate the cycloaddition reaction of organic azide and terminal alkyne to afford 5-iodo-1,4-disubstituted-1,2,3-triazoles. One molar equivalent of an amine additive is required for achieving a full conversion. Excessive addition of the amine compromises the selectivity for 5-iodo-1,2,3-triazole by promoting the formation of 5-proto-1,2,3-triazole. Based on preliminary kinetic and structural evidence, a mechanistic model is formulated in which a 5-iodo-1,2,3-triazole is formed via iodination of a copper(I) triazolide intermediate by the electrophilic triiodide ions (and possibly triethyliodoammonium ions). The experimental evidence explains the higher reactivity of the in situ generated copper(I) species and triiodide ion in the formation of 5-iodo-1,2,3-triazoles than that of the pure forms of copper(I) iodide and iodine.

COPPER CATALYZED CYCLOADDITION OF ORGANIC AZIDES AND 1-HALOALKYNES

This invention provides a method for preparing a 1,2,3-triazole compound comprising contacting an organic azide with a 2-substitued-1-haloalkyne, in the presence of a copper catalyst and a copper-coordinating ligand (preferably a tertiary amine) in a liquid reaction medium, thereby forming a 1,4,5-substituted-1,2,3-triazole compound including a halo substituent at the 5-position of the triazole, the organic portion of the organic azide at the 1-position of the triazole, and the substituent of the 1-iodoalkyne at the 4-position of the triazole. A method for preparing 1-iodoalkynes is also provided.

Heterogeneous catalytic reactions "on Water" by using stable polymeric alkynylcopper(I) pre-catalysts: Alkyne/azide cycloaddition reactions

Dinuclear alkynylcopper(I) complexes have been found to be the active pre-catalysts in copper-catalysed cycloaddition of azides and terminal alkynes (CuAAC). These copper(I) ladderane polymers are used in "on water" CuAAC reactions, with loadings as low a

Experimental evidence for the involvement of dinuclear alkynylcopper(I) complexes in alkyne-azide chemistry

Dinuclear alkynylcopper(I) ladderane complexes are prepared by a robust and simple protocol involving the reduction of Cu2(OH)3OAc or Cu-(OAc)2 by easily oxidised alcohols in the presence of terminal alkynes; they function

Copper(I)-catalyzed cycloaddition of organic azides and 1-iodoalkynes

High fidelity: 1-Iodoalkynes react rapidly and selectively with organic azides in the presence of copper(I) catalysts (see scheme; TTTA=tris((1-tert- butyl-1H-1,2,3-triazolyl)methyl)amine). The reaction is compatible with many functional groups and solven