124193-44-8Relevant academic research and scientific papers
Copper and silver complexes of tris(triazole)amine and tris(benzimidazole) amine ligands: Evidence that catalysis of an azide-alkyne cycloaddition ("click") reaction by a silver tris(triazole)amine complex arises from copper impurities
Connell, Timothy U.,Schieber, Christine,Silvestri, Ilaria Proietti,White, Jonathan M.,Williams, Spencer J.,Donnelly, Paul S.
, p. 6503 - 6511 (2014)
The synthesis and characterization of a silver complex of the tripodal triazole ligand, tris(benzyltriazolylmethyl)amine (TBTA, L1), that is used as promoter to enhance CuI-catalyzed azide-alkyne cycloaddition (CuAAC) reactions is re
Efficient synthesis, antitubercular and antimicrobial evaluation of 1,4-disubstituted 1,2,3-triazoles with amide functionality
Kaushik,Pahwa, Ashima,Singh, Dharmendra,Kumar, Krishan,Luxmi, Raj
, p. 1127 - 1136 (2019/05/28)
Abstract: A series of 21 amide linked 1,4-disubstituted-1,2,3-triazoles were achieved via one-pot synthesis through Cu(I) catalyzed click reaction between terminal alkynes and 2-azido-N-substituted acetamides. Newly formed triazoles were characterized by various spectroscopic techniques (FT-IR, 1H NMR, 13C NMR spectroscopy, and HRMS) and investigated for in vitro antitubercular evaluation against bacteria, i.e., Mycobacterium tuberculosis and antimicrobial evaluation against Bacillus subtilis, Staphylococcus epidermidis, Escherichia coli, Pseudomonas aeruginosa, Candida albicans, and Aspergillus niger. Some of the synthesized triazole derivatives were found to exhibit moderate inhibitory activity against the tested antitubercular strain, whereas one compound displayed a significant inhibitory activity against most of the tested microbial strains. Graphical abstract: [Figure not available: see fulltext.].
Efficient syntheses of 1,2,3-triazoloamide derivatives using solid- and solution-phase synthetic approaches
Lee, Doohyun,Kim, Daehun,Lee, Seungyeon,Kim, Taegeum,Kim, Joobin,Kim, Sohee,Liu, Kwang-Hyeon,Lee, Sangkyu,Bae, Jong-Sup,Song, Kyung-Sik,Cho, Chang-Woo,Son, Youn Kyung,Baek, Dong Jae,Lee, Taeho
, p. 19984 - 20013 (2015/12/23)
Efficient synthetic routes for the preparation of secondary and tertiary 1,2,3-triazoloamide derivatives were developed. A secondary α-1,2,3-triazoloamide library was constructed and expanded by a previously developed solid-phase synthetic route and a tertiary 1,2,3-triazoloamide library was constructed by a parallel solution-phase synthetic route. The synthetic routes rely on amide formation with secondary amines and chloro-acid chlorides; SN2 reaction with sodium azide; and the selective [3 + 2] Hüisgen cycloaddition with appropriate terminal alkynes. The target secondary and tertiary 1,2,3-triazoloamide derivatives were obtained with three-diversity points in excellent overall yields and purities using the reported solid- and solution-phase synthetic routes, respectively.
Copper(i)-catalyzed cycloaddition of silver acetylides and azides: Incorporation of volatile acetylenes into the triazole core
Proietti Silvestri, Ilaria,Andemarian, Fikre,Khairallah, George N.,Wan Yap, Su,Quach, Tim,Tsegay, Sammi,Williams, Craig M.,O'Hair, Richard A. J.,Donnelly, Paul S.,Williams, Spencer J.
experimental part, p. 6082 - 6088 (2011/10/08)
Silver acetylides and organic azides react under copper(i) catalysis to afford 1,4-disubstituted 1,2,3-triazoles. Mechanistic studies implicate a process involving transmetallation to copper acetylides prior to cycloaddition. This work demonstrates that silver acetylides serve as suitable precursors for entry into copper-mediated coupling reactions. This methodology allows the incorporation of volatile and difficult-to-handle acetylenes into the triazole core.
'Click' cycloaddition catalysts: Copper(I) and copper(II) tris(triazolylmethyl)amine complexes
Donnelly, Paul S.,Zanatta, Shannon D.,Zammit, Steven C.,White, Jonathan M.,Williams, Spencer J.
supporting information; experimental part, p. 2459 - 2461 (2009/02/03)
The CuI complex of the 'click' ligand tris(benzyltriazolylmethyl)amine is an unusual dinuclear dication with one triazole unit bridging two metal centers, and is an effective catalyst for the 'click' cycloaddition reaction. The Royal Society of
Synthesis of 1,2,3-triazoles
Ananthanarayanan, C.,Ramakrishnan, V. T.
, p. 228 - 230 (2007/10/02)
The cycloaddition reaction of some amidoalkylazides has been studied.These on reaction with dimethylacetylene dicarboxylate and diphenylacetylene furnish 1,4,5-trisubstituted triazoles.The adducts on reaction with methyl propiolate give 1,4-disubstituted
