15922-70-0

Upstream product

• 1516-60-5 4-nitrophenyl azide 
• 103-79-7 1-phenyl-acetone 
• 2393-23-9 4-methoxy-benzylamine 
• 100-01-6 4-nitro-aniline 

Downstream Products

• 84292-57-9 4-[4-(5-Methyl-4-phenyl-[1,2,3]triazol-1-yl)-phenoxy]-butyric acid ethyl ester 
• 84292-46-6 1-(4-Hydroxyphenyl)-4-phenyl-5-methyl-1,2,3-triazole 
• 84292-44-4 4-(5-methyl-4-phenyl-1H-1,2,3-triazol-1-yl)benzenamine 

Relevant academic research and scientific papers

Chemoselectivity in the Synthesis of 1,2,3-Triazoles from Enolizable Ketones, Primary Alkylamines, and 4-Nitrophenyl Azide

In recent years, several organocatalytic/metal-free synthetic pathways towards 1,2,3-triazoles have been reported. One of them is a general metal-free route towards the synthesis of 1,5-di- or fully-substituted 1,2,3-triazoles, designed by our group and named the 'triazolization' reaction of ketones. Limitations of this route were encountered in reactions with more activated ketones, where the corresponding 1-(4-nitrophenyl)-1,2,3-triazole was found back as the major product. Interestingly, three different triazoles are formed when 1,3-diphenylacetone is used as the ketone. In the present work, 1,3-diphenylacetone was used as a model substrate to investigate the chemoselectivity of our metal-free route under different reaction circumstances. This led to the conclusion that the formation of the desired 1,2,3-triazole is favored in apolar solvents, at high temperatures, and in the presence of acetic acid. By using one equivalent of acetic acid, previously inaccessible fully decorated 1,2,3-triazoles can be synthesized from simple α-arylketones in moderate to high yields..

General role of the amino and methylsulfamoyl groups in selective cyclooxygenase(COX)-1 inhibition by 1,4-diaryl-1,2,3-triazoles and validation of a predictive pharmacometric PLS model

A novel set of 1,4-diaryl-1,2,3-triazoles were projected as a tool to study the effect of both the heteroaromatic triazole as a core ring and a variety of chemical groups with different electronic features, size and shape on the catalytic activity of the

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