133992-63-9Relevant academic research and scientific papers
Copper-catalyzed multiple oxidation and cycloaddition of aryl-alkyl ketones (alcohols) for the synthesis of 4-acyl- and 4-diketo-1,2,3-triazoles
Huang, Liangfeng,Zheng, Lei,Zhou, Zhongzhen,Chen, Yunfeng
, p. 3342 - 3345 (2022/03/31)
A Cu/TEMPO-catalyzed tandem multiple oxidative dehydrogenation and cycloaddition has been developed, which affords 4-acyl-1,2,3-triazoles and 4-diketo-1,2,3-triazoles from readily-available aryl-alkyl ketones (or alcohols) and different organic azides. Moreover, the reaction used environmentally friendly dimethyl carbonate (DMC) as the solvent and air as the oxidant, and H2O was the only by-product, so it provides a green and practical synthetic method for 1,2,3-triazoles.
Regioselective Synthesis of 1,4,5-Trisubstituted-1,2,3-Triazoles from Aryl Azides and Enaminones
De Nino, Antonio,Algieri, Vincenzo,Tallarida, Matteo A.,Constanzo, Paola,Pedrón, Manuel,Tejero, Tomás,Merino, Pedro,Maiuolo, Loredana
, p. 5725 - 5731 (2019/08/26)
A total regioselective synthesis of 1,4,5-trisubstituted-1,2,3-triazoles from aryl azides and enaminones is reported. The use of an ionic liquid in the presence of water and trimethylamine is crucial for the progress of the reaction. The process, consisti
A NHC-catalyzed 1,3-dipolar cycloaddition reaction of allyl ketones with azides: Direct access to 1,4,5-trisubstituted 1,2,3-triazoles
Yuan, Huijun,Zhang, Lili,Liu, Zhantao,Liu, Yang,Wang, Jian,Li, Wenjun
supporting information, p. 4286 - 4290 (2017/07/10)
A NHC-catalyzed 1,3-dipolar cycloaddition reaction of allyl ketones with azides has been developed. This strategy could generate 1,4,5-trisubstituted 1,2,3-triazoles in high yields and regioselectivities in the presence of a 20 mol% N-heterocyclic carbene catalyst. A broad substrate scope of this process is also presented.
Method for synthesizing 1,4,5-trisubstituted-1,2,3-triazole compound
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Paragraph 0056; 0057; 0058, (2017/08/31)
The invention discloses a method for synthesizing a 1,4,5-trisubstituted-1,2,3-triazole compound under catalysis of carbine. The 1,4,5-trisubstituted-1,2,3-triazole compound is prepared by allowing allyl ketone and nitrine which are reacting raw materials to react in a reaction solvent in the presence of a catalyst which is carbine. The method has the advantages of mild reaction condition, easily available and low-price raw material, simple reacting operation and relatively high yield, provides a key frame structure for various natural product and medicine synthesis, and can be widely applied to industrial large-scale production.
Direct access to 1,2,3-triazoles through organocatalytic 1,3-dipolar cycloaddition reaction of allyl ketones with azides
Li, Wenjun,Du, Zhiyun,Huang, Jiayao,Jia, Qianfa,Zhang, Kun,Wang, Jian
, p. 3003 - 3006 (2014/06/10)
A general organocatalytic 1,3-dipolar cycloaddition reaction between allyl ketones and various azides is reported. The reaction is catalyzed by a secondary amine to generate substituted 1,2,3-triazoles with high levels of regioselectivity. This journal is the Partner Organisations 2014.
An Improved Procedure for the Preparation of 1-Benzyl-1H-1,2,3-triazoles from Benzyl Azides.
Cottrell, Ian F.,Hands, David,Houghton, Peter G.,Humphrey, Guy R.,Wright, Stanley H. B.
, p. 301 - 304 (2007/10/02)
A procedure for the preparation of substituted 1-benzyl-1H-1,2,3-triazoles from benzyl azides under very mild conditions is described.The method provides improved yields and extends the scope of the Dimroth Reaction to other types of active methylene compound to those previously used.Benzyl azides react with active methylene compounds in dimethyl sulphoxide catalysed by potassium carbonate at 35-40 deg C to give 1H-1,2,3-triazoles usually in good yield.Acetonitrile derivatives gave 5-amino-1H-1,2,3-triazoles whereas diethyl malonate gave 5-hydroxy-1H-1,2,3-triazoles. 1H-1,2,3-Triazole-4-carboxylate esters and 1H-1,2,3-triazole-4-ketones were obtained from ethyl acetoacetate and β-diketones respectively.Benzyl methyl ketone reacted to give 5-methyl-4-phenyl-1H-1,2,3-triazole, but acetone and acetophenone failed to react.Other active methylene compounds which did not react under these reaction conditions included ethyl cyanoacetate, ethyl fluoroacetate and ethyl nitroacetate.
