68809-46-1

Upstream product

• 10480-00-9 5-(4-chloro-phenyl)-1-phenyl-4,5-dihydro-1H-[1,2,3]triazole 
• 62-53-3 aniline 
• 104-88-1 4-chlorobenzaldehyde 
• 29776-35-0 1-(4-chlorophenyl)-3-phenylprop-2-yn-1-one 
• 66482-29-9 1-[(E)-2-bromoethenyl]-4-chlorobenzene 
• 622-37-7 Phenyl azide 
• 706-07-0 1-chloro-4-(2-nitrovinyl)benzene 
• 1615-02-7 p-chlorocinnamic acid 
• 101671-01-6 1-nitro-2-(4-chlorophenyl)ethylene 

Relevant academic research and scientific papers

Transition-metal-free regioselective construction of 1,5-diaryl-1,2,3-triazoles through dehydrative cycloaddition of alcohols with aryl azides mediated by SO2F2

A novel, simple and practical method for mild, efficient, cost-effective and regioselective synthesis of highly valuable 1,5-diaryl-1,2,3-triazoles was achieved through dehydrative annulation of readily available alcohols with aryl azides. The reaction proceeded at room temperature, without any metal catalysts, exhibiting excellent compatibility to a large variety of functional groups (>50 examples), resulting in up to quantitative yields. 2019

Regioselective synthesis of 1,5-disubstituted 1,2,3-triazoles by 1,3-dipolar cycloaddition: Role of Er(OTf)3, ionic liquid and water

A simple procedure to obtain 1,5-disubstituted 1,2,3-triazoles, using the Er(OTf)3/[mpy]OTf/H2O catalytic system is described. The reaction proceeds through an eliminative azide–olefin cycloaddition (EAOC) offering a highly regiosele

Copper-catalyzed decarboxylative regioselective synthesis of 1,5-disubstituted 1,2,3-triazoles

A copper-catalyzed decarboxylative regioselective protocol for the synthesis of 1,5-disubstituted 1,2,3-triazoles through direct annulation of cinnamic acids with aryl azides has been developed. This is the first example of 1,5-disubstituted 1,2,3-triazoles, under aerobic conditions using Cu(ii) as the catalyst, which were generally synthesized using a ruthenium(ii) catalyst. The simplicity and regioselectivity of this methodology, complementing to the classical CuAAC catalyzed the synthesis of 1,4-disubstituted 1,2,3-triazoles.

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

Base-mediated reaction of vinyl bromides with aryl azides: One-pot synthesis of 1,5-disubstituted 1,2,3-triazoles

A one-pot base-mediated reaction of azides and β- or α-vinyl bromides has been reported. The effects of bases and solvents have been investigated in the process. A variety of 1,5-disubstituted triazoles were prepared in low to good yields. Further studies reveal that the corresponding alkynes were produced as intermediates via elimination reaction. Under the same reaction conditions, the reactions of alkyl alkynes with phenyl azide would give 1,5-disubstituted 1,2,3-triazoles.

A metal-free multicomponent cascade reaction for the regiospecific synthesis of 1,5-disubstituted 1,2,3-triazoles

About specifics: A method for the regiospecific synthesis of the title compounds through an unprecedented Michael addition/deacylative diazo transfer/cyclization sequence has been established. The simple and practical method can be used for the modification of primary amines including chiral α-amines. The process involves the formation three covalent bonds and the cleavage of two covalent bonds (see scheme, Ts=4-toluenesulfonyl).

Lewis acid mediated fragmentation of tetrazoles towards triazoles

If Ugi-azide adducts generated from tert-butyl isocyanide, primary amines, and aromatic aldehydes are oxidized by copper(II) salts, the resulting imino tetrazoles may be easily converted into triazoles through Lewis acid catalyzed fragmentation of the tet