1443225-43-1Relevant academic research and scientific papers
Copper-Catalyzed Oxidative Cross-Dehydrogenative Coupling/Oxidative Cycloaddition: Synthesis of 4-Acyl-1,2,3-Triazoles
Liu, Yi,Nie, Gang,Zhou, Zhongzhen,Jia, Lihui,Chen, Yunfeng
, p. 9198 - 9203 (2017/09/11)
A copper-catalyzed three-component reaction of methyl ketones, organic azides, and various one-carbon (C1) donors was developed that provides 4-acyl-1,2,3-triazoles in moderate to good yields. While DMF, DMA, TMEDA, or DMSO can serve as the C1 donor, best yields were obtained using DMF. The transformation is proposed to proceed via an oxidative C-H/C-H cross-dehydrogenative coupling followed by an oxidative 1,3-dipolar cycloaddition.
Promotion of 1,3-dipolar cycloaddition between azides and β-enaminones by deep eutectic solvents
Martins, Marcos Antonio Pinto,Paveglio, Guilherme Caneppele,Rodrigues, Leticia Valvassori,Frizzo, Clarissa Piccinin,Zanatta, Nilo,Bonacorso, Helio Gauze
, p. 5989 - 5992 (2016/07/19)
A simple procedure to obtain 4-acyl-1-substituted-1,2,3-triazoles, using a deep eutectic solvent (DES), ChCl and ethylene glycol at a 1:2 ratio, as the reaction medium is described. The products were obtained in high selectivity and good yields (70-84%).
Copper-catalyzed huisgen 1,3-dipolar cycloaddition under oxidative conditions: Polymer-assisted assembly of 4-acyl-1-substituted-1,2,3-triazoles
Diz, Paula M.,Coelho, Alberto,El Maatougui, Abdelaziz,Azuaje, Jhonny,Caamano, Olga,Gil, Alvaro,Sotelo, Eddy
, p. 6540 - 6549 (2013/07/26)
We herein document the first example of a reliable copper-catalyzed Huisgen 1,3-dipolar cycloaddition under oxidative conditions. The combined use of two polymer-supported reagents (polystyrene-1,5,7-triazabicyclo[4,4,0]dec-5-ene/Cu and polystyrene-2-iodoxybenzamide) overcomes the thermodynamic instability of copper(I) species toward oxidation, enabling the reliable Cu-catalyzed Huisgen 1,3-dipolar cycloadditions in the presence of an oxidant agent. This polymer-assisted pathway, not feasible under conventional homogeneous conditions, provides a direct assembly of 4-acyl-1-substituted-1,2,3-triazoles, contributing to expand the reliability and scope of Cu(I)-catalyzed alkyne-azide cycloaddition.
