68809-43-8

Upstream product

• 62-53-3 aniline 
• 34006-49-0 2-chloro-1-(4-nitrophenyl)ethanone 
• 75867-38-8 4-nitro-1-(trimethylsilylethynyl)benzene 
• 622-37-7 Phenyl azide 
• 538-51-2 benzylidene phenylamine 
• 128256-30-4 C₁₄H₁₂BrN₃O₄S 

Relevant academic research and scientific papers

Reaction of aryl bromomethyl ketone phenylsulfonylhydrazones with benzylideneaniline

6-Aryl-3,4-diphenyl-2-phenylsulfonyl-2,3,4,5-tetrahydro-1,2,4-triazines and 4-aryl-1-pnenyl-1,2,3-triazoles were obtained in moderate yields by the reaction of aryl bromomethyl ketone phenylsulfonylhydrazones with benzylideneaniline.

Method for preparing 1,2,3-triazole compound by heterogeneous copper catalysis in one pot

The invention relates to a method for preparing a 1-aryl-4-substituted-1,2,3-triazole compound shown as a formula (II). The method comprises the following steps: mixing arylboronic acid (1), NaN3, a heterogeneous copper catalyst and solvent water, performing a stirring reaction at 25-60 DEG C for 4-8 hours, performing TLC (thin-layer chromatography) monitoring till the arylboronic acid (1) is completely converted, replacing air in the reaction system by using N2, adding a terminal alkyne (2), performing a reaction at 40-80 DEG C for 6-10 hours under the protection of N2, and performing post-treatment on the reaction solution to obtain a product (II). By adopting the preparation method, Cu-coated SBA-15-PTAA is used as a catalyst, a series of 1-aryl-4-substituted-1,2,3-triazole compounds are prepared through a one-pot Chan-Lam/Click series method without additionally adding a reducing agent, the developed catalytic method is green, safe and economical, the amount of three wastes (wastegas, waste water and industrial residue) is small, the yield of a target product is high, and the substrate application range is wide.

General Cycloaddition between a Trimethylsilyl-Capped Alkyne and an Azide Catalyzed by an N-Heterocyclic Carbene-Copper Complex and Pyridine-Biscarboxamide

With an externally provided catalytic amide facilitator and an N-heterocyclic carbene-copper (NHC-Cu) complex, the cycloaddition of an azide and a trimethylsilyl (TMS)-capped alkyne can proceed smoothly. This protocol can be applied to a variety of TMS-capped substrates, with electron-rich alkynes generally giving higher yields and nitroaromatic alkynes giving lower yields. For special applications of this protocol, a substrate containing both a terminal alkyne and a TMS-capped alkyne can sequentially react with different azides without isolation of intermediates; and a macrocyclic product can also be formed efficiently without the complication of polymer formation.

Aerobic Oxidative Cycloaddition of α-Chlorotosylhydrazones with Arylamines: General Chemoselective Construction of 1,4-Disubstituted and 1,5-Disubstituted 1,2,3-Triazoles under Metal-Free and Azide-Free Conditions

A novel synthetic approach toward 1,4-disubstituted 1,2,3-triazoles and 1,5-disubstituted 1,2,3-triazoles by aerobic oxidative cycloaddition of α-chlorotosylhydrazone with primary aryl amine has been developed. Significantly, the reaction proceeds smoothl