Synthesis of 2H-1,2,3-triazole-4-carboxylic acids via Ru(II)-catalyzed rearrangement of 4-hydrazonoisoxazol-5-ones

被引:1
|
作者
Vasilchenko, Dmitrii S. [1 ]
Agafonova, Anastasiya, V [1 ]
Simdianov, Ivan, V [1 ]
Koronatov, Alexander N. [1 ]
Sakharov, Pavel A. [1 ]
Romanenko, Ilya A. [1 ]
Rostovskii, Nikolai, V [1 ]
Khlebnikov, Alexander F. [1 ]
Novikov, Mikhail S. [1 ]
机构
[1] St Petersburg State Univ, Inst Chem, 7-9 Univ Kaya nab, St Petersburg 199034, Russia
基金
俄罗斯科学基金会;
关键词
1; 2; 3-Triazoles; Isoxazol-5(4H)-ones; Ruthenium catalysis; Rearrangements; Diazonium salts; 1,2,3-TRIAZOLES; SUBSTITUENTS; DERIVATIVES; DESIGN;
D O I
10.1016/j.tetlet.2023.154580
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An atom-economy, two-step synthesis of 2H-1,2,3-triazole-4-carboxylic acids from 3-arylisoxazol-5(4H)-ones and arenediazonium tetrafluoroborates is described. The formation of the 1,2,3-triazole ring is achieved by the [Ru(p-cymene)Cl2]2-catalyzed rearrangement of 4-hydrazonoisoxazol-5-ones which are resulted from the diazo coupling. The advantages of the method include the available starting com-pounds and the ability to purify target acids without the use of chromatography.& COPY; 2023 Elsevier Ltd. All rights reserved.
引用
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页数:5
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