1253116-76-5Relevant academic research and scientific papers
Method for synthesizing 4-acetyl-1,2,3-triazole compound through solvent participating in reaction
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Paragraph 0029-0032, (2017/10/07)
The invention relates to a method for synthesizing a 4-acetyl-1,2,3-triazole compound through a solvent participating in a reaction. The solvent participating in the reaction provides a carbon source, the solvent is one of DMA, DMSO, TMEDA and DMF-DMA, metal salt is used as a catalyst, the TMEDA is used as a ligand and an oxidant, and a methyl ketone compound and organic azide undergo a one-pot reaction. The cheap and easily available solvent participates in the reaction, the copper salt is used as the catalyst, and the methyl ketone compound and the organic azide undergo the one-pot reaction, so the method has the characteristics of mild reaction conditions, high yield, easily available raw materials, and convenience in effective synthesis of the 4-acetyl-1,2,3-triazole compound; and compared with existing methods, the method disclosed in the invention has the advantages of mild reaction conditions, short reaction time, good safety, simplicity in operation, wide substrate application, high reaction efficiency and cheap catalyst, and is a method having potential application values.
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.
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.
An efficient and high-yielding one-pot synthesis of 4-acyl-1,2,3-triazoles via triisopropylsilyl-protected ynones
Hwang, Soonho,Bae, Hoon,Kim, Sanghee,Kim, Sumin
, p. 1460 - 1465 (2012/03/08)
A practical and efficient process has been developed for the synthesis of 1-substituted 4-acyl-1H-1,2,3-triazoles using a three-step one-pot synthetic approach. This transformation involves an initial preparation of triisopropylsilyl (TIPS)-protected ynon
One-pot three-step synthesis of 1,2,3-triazoles by copper-catalyzed cycloaddition of azides with alkynes formed by a Sonogashira cross-coupling and desilylation
Friscourt, Frederic,Boons, Geert-Jan
supporting information; experimental part, p. 4936 - 4939 (2010/12/25)
A microwave-assisted, one-pot, three-step Sonogashira cross-coupling- desilylation-cycloaddition sequence was developed for the convenient preparation of 1,4-disubstituted 1,2,3-triazoles starting from a range of halides, acyl chlorides, ethynyltrimethyls
