76003-76-4Relevant academic research and scientific papers
Crystal and molecular structures of two triazole derivatives: 4-Cyclopropyl-4,5-dihydro-1H-1,2,3-triazole and Methyl 1-benzyl-1H-1,2,3- triazole-4-carboxylate
Boechat, Nubia,De L. G. Ferreira, Maria,Bastos, Monica M.,Camilo, Ane L. S.,Wardell, Solange M. S. V.,Wardell, James L.,Tiekink, Edward R. T.
, p. 1137 - 1141 (2010)
The molecule in 4-cyclopropyl-4,5-dihydro-1H-1,2,3-triazole (I) is disposed about a mirror plane with the triazole ring lying in the plane and being orthogonal to the cyclopropyl ring. Considerable delocalization of π-electron density within the triazole
Regioselective reduction of 1h-1,2,3-triazole diesters
Butler, Christopher R.,Bendesky, Justin,Schoffstall, Allen Milton
, (2021/09/24)
Regioselective reactions can play pivotal roles in synthetic organic chemistry. The reduction of several 1-substituted 1,2,3-triazole 4,5-diesters by sodium borohydride has been found to be regioselective, with the C(5) ester groups being more reactive towards reduction than the C(4) ester groups. The amount of sodium borohydride and reaction time required for reduction varied greatly depending on the N(1)-substituent. The presence of a β-hydroxyl group on the N(1)-substituent was seen to have a rate enhancing effect on the reduction of the C(5) ester group. The regioselective reduction was attributed to the lower electron densities of the C(5) and the C(5) ester carbonyl carbon of the 1,2,3-triazole, which were further lowered in cases involving intramolecular hydrogen bonding.
Magnetic Fe3O4 nanoparticles bearing CuI-NHC complexes by an “auto-click” strategy
Fauché, Kévin,Cisnetti, Federico
, (2021/03/15)
Two copper(I)–NHC complexes bearing an azide group were reacted with alkyne-decorated magnetic Fe3O4 nanoparticles without the use of an external copper source. In the case of the least sterically congested complex, the resulting nan
Tris-isocyanide copper(I) complex enabling copper azide-alkyne cycloaddition in neat conditions
Ferraro, Valentina,Sole, Roberto,Bortoluzzi, Marco,Beghetto, Valentina,Castro, Jesús
, (2021/08/13)
The three-coordinated homoleptic Cu(I) complex with 2,6-dimethylphenyl isocyanide in the coordination sphere was easily synthesized and isolated as tetrafluoroborate salt. The structure of the compound was determined by single-crystal X-ray diffraction. T
Azide-alkyne cycloadditions in a vortex fluidic device: Enhanced "on water" effects and catalysis in flow
Oksdath-Mansilla, Gabriela,Kucera, Renata L.,Chalker, Justin M.,Raston, Colin L.
supporting information, p. 659 - 662 (2021/01/29)
The Vortex Fluidic Device is a flow reactor that processes reactions in thin films. Running the metal-free azide-alkyne cycloaddition in this reactor revealed a dramatic enhancement of the "on water"effect. For the copper-catalyzed azide-alkyne cycloaddit
Cu(ii)-alginate-based superporous hydrogel catalyst for click chemistry azide-alkyne cycloaddition type reactions in water
Ablouh, El-Houssaine,Anane, Hafid,Bahsis, Lahoucine,Julve, Miguel,Stiriba, Salah-Eddine,Taourirte, Moha
, p. 32821 - 32832 (2020/09/21)
A novel sustainable hydrogel catalyst based on the reaction of sodium alginate naturally extracted from brown algaeLaminaria digitataresidue with copper(ii) was prepared as spherical beads, namely Cu(ii)-alginate hydrogel (Cu(ii)-AHG). The morphology and
Structure-Based Design, Synthesis, and Biological Evaluation of Triazole-Based smHDAC8 Inhibitors
Kalinin, Dmitrii V.,Jana, Sunit K.,Pfafenrot, Maxim,Chakrabarti, Alokta,Melesina, Jelena,Shaik, Tajith B.,Lancelot, Julien,Pierce, Raymond J.,Sippl, Wolfgang,Romier, Christophe,Jung, Manfred,Holl, Ralph
supporting information, p. 571 - 584 (2020/01/24)
Schistosomiasis is a neglected tropical disease caused by parasitic flatworms of the genus Schistosoma, which affects over 200 million people worldwide and leads to at least 300,000 deaths every year. In this study, initial screening revealed the triazole
A ferrocene functionalized Schiff base containing Cu(ii) complex: Synthesis, characterization and parts-per-million level catalysis for azide alkyne cycloaddition
Gayen, Firdaus Rahaman,Ali, Abdul Aziz,Bora, Debashree,Roy, Saptarshi,Saha, Supriya,Saikia, Lakshi,Goswamee, Rajib Lochan,Saha, Biswajit
supporting information, p. 6578 - 6586 (2020/06/08)
Atom economy is one of the major factors in developing catalysis chemistry. Using the minimum amount of catalyst to obtain the maximum product yield is of the utmost priority in catalysis, which drives us to use parts-per-million (ppm) levels of catalyst
Metal-Free Route to Carboxylated 1,4-Disubstituted 1,2,3-Triazoles from Methoxycarbonyl-Modified Vinyl Sulfone
Das, Jayanta,Dey, Santu,Pathak, Tanmaya
, (2019/11/29)
A metal-free alternative to the regioselective synthesis of carboxylated 1,4-disubstituted 1,2,3-triazoles (1,4-cDTs) has been accomplished. A methoxycarbonyl-substituted vinyl sulfone on reactions with organic azides resulted in the formation of 1,4-cDTs
Flow hydrodediazoniation of aromatic heterocycles
R?der, Liesa,Nicholls, Alexander J.,Baxendale, Ian R.
, (2019/06/05)
Continuous flow processing was applied for the rapid replacement of an aromatic amino group with a hydride. The approach was applied to a range of aromatic heterocycles, confirming the wide scope and substituent-tolerance of the processes. Flow equipment was utilized and the process optimised to overcome the problematically-unstable intermediates that have restricted yields in previous studies relying on batch procedures. Various common organic solvents were investigated as potential hydride sources. The approach has allowed key structures, such as amino-pyrazoles and aminopyridines, to be deaminated in good yield using a purely organic-soluble system.
