936475-45-5Relevant academic research and scientific papers
From the molecule to the mole: improving heterogeneous copper catalyzed click chemistry using single molecule spectroscopy
Wang, Bowen,Durantini, Javier,Decan, Matthew R.,Nie, Jun,Lanterna, Anabel E.,Scaiano, Juan C.
, p. 328 - 331 (2017)
Single molecule spectroscopy (SMS) inspired the optimization of a heterogeneous 'click' catalyst leading to enhanced yields of the Cu-catalyzed reaction of azides with terminal alkynes. Changes in SMS data after optimization confirm the improvements in catalyst performance.
LOW PRESSURE NANOWIRE MEMBRANE FOR CATALYTIC REACTIONS AND METHODS OF MAKING AND USING THE SAME
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Paragraph 0023; 0031; 0090-0091; 0096, (2020/08/25)
In embodiments a metal or metal alloy nanowires are assembled into a nanoporous membrane that can be used in methods for catalyzing various reactions under low pressures and achieving high flow rate of the reactions. In embodiments, the membranes of the d
Nickel-Catalyzed Azide-Alkyne Cycloaddition to Access 1,5-Disubstituted 1,2,3-Triazoles in Air and Water
Kim, Woo Gyum,Kang, Mi Eun,Lee, Jae Bin,Jeon, Min Ho,Lee, Sungmin,Lee, Jungha,Choi, Bongseo,Cal, Pedro M. S. D.,Kang, Sebyung,Kee, Jung-Min,Bernardes, Gon?alo J. L.,Rohde, Jan-Uwe,Choe, Wonyoung,Hong, Sung You
, p. 12121 - 12124 (2017/09/12)
Transition-metal-catalyzed or metal-free azide-alkyne cycloadditions are methods to access 1,4- or 1,5-disubstituted 1,2,3-triazoles. Although the copper-catalyzed cycloaddition to access 1,4-disubstituted products has been applied to biomolecular reaction systems, the azide-alkyne cycloaddition to access the complementary 1,5-regioisomers under aqueous and ambient conditions remains a challenge due to limited substrate scope or moisture-/air-sensitive catalysts. Herein, we report a method to access 1,5-disubstituted 1,2,3-triazoles using a Cp2Ni/Xantphos catalytic system. The reaction proceeds both in water and organic solvents at room temperature. This protocol is simple and scalable with a broad substrate scope including both aliphatic and aromatic substrates. Moreover, triazoles attached with carbohydrates or amino acids are prepared via this cycloaddition.
A facile one-pot metal-free synthesis of 1,4-disubstituted 1,2,3-triazoles
Jia, Qianfa,Yang, Gongming,Chen, Lei,Du, Zhiyun,Wei, Jia,Zhong, Yanqiong,Wang, Jian
supporting information, p. 3435 - 3440 (2015/06/08)
Abstract A 1,3-dipolar cycloaddition reaction of commercially available aldehydes with azides and secondary amines through a one-pot strategy has been developed. This method furnishes 1,4-disubstituted 1,2,3-triazoles in good to excellent yields and high
Synthesis of α-Keto-1,2,3-triazoles through copper iodide catalyzed oxygenation
Nawratil, Swantje,Grypioti, Maria,Menendez, Christophe,Mallet-Ladeira, Sonia,Lherbet, Christian,Baltas, Michel
, p. 654 - 659 (2014/02/14)
Benzyltriazoles have been catalytically oxidized by using CuI and tert-butyl hydroperoxide to yield phenyl(1H-1,2,3-triazol-4-yl)methanone derivatives in good yields at room temperature. Benzyltriazoles have been catalytically oxidized by using CuI and tert-butyl hydroperoxide to yield phenyl(1H-1,2,3-triazol-4-yl)methanone derivatives in good yields at room temperature. Copyright
Synthesis of α-keto-1,2,3-triazoles through copper iodide catalyzed oxygenation
Nawratil, Swantje,Grypioti, Maria,Menendez, Christophe,Mallet-Ladeira, Sonia,Lherbet, Christian,Baltas, Michel
, p. 654 - 659 (2015/10/05)
Benzyltriazoles have been catalytically oxidized by using CuI and tert-butyl hydroperoxide to yield phenyl(1H-1,2,3-triazol-4-yl)methanone derivatives in good yields at room temperature.
Debenzylation of functionalized 4- and 5-substituted 1,2,3-triazoles
Farooq, Tahir,Sydnes, Leiv K.,Toernroos, Karl W.,Haug, Bengterik
experimental part, p. 2070 - 2078 (2012/08/07)
A range of 4- and 5-substituted N-benzyl-1,2,3-triazoles have been submitted to debenzylation using Pd/C and hydrogen in the presence of 1,1,2-trichloroethane. Triazoles with oxygen-containing substituents are efficiently debenzylated under these conditio
Synthesis and biological activities of triazole derivatives as inhibitors of InhA and antituberculosis agents
Menendez, Christophe,Gau, Sylvain,Lherbet, Christian,Rodriguez, Frédéric,Inard, Cyril,Pasca, Maria Rosalia,Baltas, Michel
experimental part, p. 5524 - 5531 (2011/12/15)
InhA, the enoyl reductase from the mycobacterial type II fatty acid biosynthesis pathway, is a target for the development of novel drugs against tuberculosis. We exploited copper-catalyzed [3+2] cycloaddition between alkynes and different azides to afford 1,4-disubstituted triazole or α-ketotriazole derivatives. Several compounds bearing a lipophilic chain mimicking the substrate were able to inhibit InhA. Among them, 1-dodecyl-4-phenethyl-1H-1,2,3-triazole displayed a minimum inhibitory concentration inferior to 2 μg/mL against Mycobacterium tuberculosis H37Rv.
"Click" 1,2,3-triazoles as tunable ligands for late transition metal complexes
Suijkerbuijk, Bart M. J. M.,Aerts, Bas N. H.,Dijkstra, Harm P.,Lutz, Martin,Spek, Anthony L.,Van Koten, Gerard,Klein Gebbink, Robertus J. M.
, p. 1273 - 1276 (2007/10/03)
The potential of "click" 1,2,3-triazoles to act as mono-dentate ligands in late transition metal complexes is explored relative to other commonly-used Lewis bases and it is shown that their coordination strength, determined by their 1- and 4-substituents,
