1198612-83-7Relevant academic research and scientific papers
Zinc Oxide Nanoparticles Catalysed One-Pot Three-Component Reaction: A Facile Synthesis of 4-Aryl-NH-1,2,3-Triazoles
Phukan, Parmita,Agarwal, Soniya,Deori, Kalyanjyoti,Sarma, Diganta
, p. 2208 - 2219 (2020)
Abstract: A facile one-pot, three component reaction has been developed using aldehydes, nitroalkane and sodium azide with zinc oxide nanocatalyst for the synthesis of 4-aryl-NH-1,2,3-triazoles. ZnO nanoparticles with controlled size (15–25?nm) and morpho
Electronic Properties of Triazoles. Experimental and Computational Determination of Carbocation and Radical-Stabilizing Properties
Creary, Xavier,Chormanski, Kyle,Peirats, Gabriel,Renneburg, Carol
, p. 5720 - 5730 (2017)
Three fluorobenzenes substituted with meta-triazole groups have been prepared, and 19F chemical shifts indicate that these triazole groups are all inductively electron-withdrawing in character, with the 1,5-triazole being the most electron-withdrawing. σ+ values for these three triazoles have also been determined from solvolysis rates of substituted cumyl trifluoroacetates. When substituted in the para-position, the 1,4 and the 2,4-triazoles are cation-stabilizing, whereas the 1,5-triazole is carbocation-destabilizing. γ+ values indicate that the 1,4 triazole group is cation-stabilizing relative to the phenyl group, albeit the 1,5 triazole is significantly destabilizing relative to phenyl. These studies all suggest that the 1,5-triazole group exerts a strong electron-withdrawing effect on carbocations that is not offset by a resonance effect. The three triazole groups all enhance the methylenecyclopropane rearrangement rate and are therefore radical stabilizers. The smallest stabilizing effect is seen for the 1,5-triazole, and this is attributed to the triazole group being twisted out of conjugation in the developing benzylic radical. Finally, the anionic triazole group is the most effective radical-stabilizing group. Computational studies indicate that these triazole groups all stabilize benzylic radicals by a spin delocalization mechanism.
Magnetically separable ZnFe2O4 nanoparticles: A low cost and sustainable catalyst for propargyl amine and NH-triazole synthesis
Bordoloi, Ankur,Chetia, Swadhin,Garg, Anirban,Guha, Ankur Kanti,Hazarika, Roktopol,Kalita, Amlan Jyoti,Kulshrestha, Akshay,Kumar, Arvind,Phukan, Parmita,Sarma, Diganta
, (2021/09/14)
The multicomponent reaction (MCR) strategy for the construction of important molecular scaffolds is in trending nowadays and among them, A3-coupling stands in a significant position. Aldehyde, amine and alkynes are coupled in this particular reaction via C-H activation process. Herein, we have reported zinc ferrite nanoparticles as magnetically separable heterogeneous catalyst for A3-coupling reaction with attractive attributes like excellent productivity, selectivity and better reusability. Moreover, the catalyst can also be effectively applied for the synthesis of various NH-triazoles with quantitative yields of the products. A plausible mechanism has been proposed for the synthesis of NH-triazoles followed by validation with computational study.
Direct Synthesis of 4-Aryl-1,2,3-triazoles via I2-Promoted Cyclization under Metal- And Azide-Free Conditions
Geng, Xiao,Huang, Chun,Wang, Li-Sheng,Wu, An-Xin,Wu, Yan-Dong,Yu, Xiao-Xiao,Zhao, Peng,Zhou, You
, p. 13664 - 13672 (2021/10/01)
We herein report an iodine-mediated formal [2 + 2 + 1] cyclization of methyl ketones, p-toluenesulfonyl hydrazines, and 1-aminopyridinium iodide for preparation of 4-aryl-NH-1,2,3-triazoles under metal- and azide-free conditions. Notably, this is achieved
A [3+2] cycloaddition-1,2-acyl migration-hydrolysis cascade for regioselective synthesis of 1,2,3-triazoles in water
Chakraborti, Gargi,Dash, Jyotirmayee,Mandal, Tirtha,Roy, Charles Patriot
supporting information, p. 7970 - 7973 (2021/08/17)
A cascade sequence involving [3+2] cycloaddition, 1,2-acyl migration and hydrolysis produces 2H-1,2,3-triazolesviathe regioselective formation ofN2-carboxyalkylated triazoles. The reaction proceeds in aqueous media through intriguing reaction kinetics using a CuI-prolinamide catalyst system. Prolinamide promotes the novel organocatalytic 1,2-acyl migration as well as hydrolysis of the resultingN2-carboxyalkylated triazoles.
Green preparation method of 2H-1, 2, 3-triazole compound
-
Paragraph 0044; 0045; 0046; 0047, (2020/06/17)
The invention discloses a green preparation method of a 2H-1, 2, 3-triazole compound, which comprises the following steps of: by using 1, 2, 3-triazole derivative as a reaction raw material, copper sulfate as a catalyst and PEG400 as a reaction solvent, carrying out substitution reaction at 60 DEG C to obtain the target product 2H-1, 2, 3-triazole compound. According to the method, the target product 2H-1, 2, 3-triazole compound is finally prepared by taking cheap and easily available copper salt copper sulfate as a catalyst and taking PEG400 as a green reaction solvent, and the method has theadvantages of green and mild reaction conditions, cheap and easily available catalyst, simple operation, relatively high yield, wide reaction substrate universality and the like.
p-Toluenesulfonic acid-promoted autocatalytic hydrolyzation of 1-tosyl-1,2,3-triazoles
Dong, Haohao,Zhang, Dongdong,Fang, Renjie,Du, Qingyang,Dong, Zhuoya,Wei, Hao,Shi, Min,Wang, Feijun
, p. 1227 - 1234 (2018/04/05)
The first example of autocatalytic hydrolyzation of 4-aryl-1-tosyl-1,2,3-triazoles induced by p-toluenesulfonic acid was reported, providing an effective and metal-free synthetic approach to deliver a broad range of new 4-aryl-2H-1,2,3-triazoles in good yields. The kinetic profile of this hydrolyzation suggested that this reaction has exponential autocatalytic behavior.
Method of catalytically synthesizing 4-aryl-NH-1,2,3-triazole derivative under microwave radiation
-
Paragraph 0011; 0034, (2018/03/26)
The invention discloses a method of catalytically synthesizing 4-aryl-NH-1,2,3-triazole derivative under microwave radiation. The method includes the steps of: successively adding substituted 2-nitroolefin, sodium azide, TfOH, and pyridine into a reaction
One-Pot Synthesis of 4-Aryl-NH-1,2,3-Triazoles through Three-Component Reaction of Aldehydes, Nitroalkanes and NaN3
Hui, Rongrong,Zhao, Mina,Chen, Ming,Ren, Zhihui,Guan, Zhenghui
, p. 1808 - 1812 (2017/09/06)
A one-pot three-component reaction of aldehydes, nitroalkanes and NaN3 for the synthesis of NH-1,2,3-triazoles has been developed. The reaction provides a safe, efficient and step-economic approach for the synthesis of various NH-1,2,3-triazoles in good to excellent yields.
Polymer-supported 1,5,7-triazabicyclo [4.4.0] dec-5-ene as polyvalent ligands in the copper-catalyzed Huisgen 1,3-dipolar cycloaddition
Coelho, Alberto,Diz, Paula,Caamano, Olga,Sotelo, Eddy
supporting information; experimental part, p. 1179 - 1192 (2010/07/07)
Abstract: New supported catalysts for the Huisgen's [3.+ 2]azide-alkyne cycloaddition have been prepared by immobilization of copper species on commercially available polymeric matrixes incorporating the 1,5,7- triazabicyclo[4.4.0]dec-5-ene (TBD) template
