75815-82-6Relevant academic research and scientific papers
Site-selective direct arylation of 1,2,3-triazole N-oxides
Liu, Wei,Li, Yahui,Wang, Yue,Kuang, Chunxiang
, p. 5272 - 5275 (2013)
An efficient route for the synthesis of 2,4-disubstituted 1,2,3-triazoles by the regioselective direct arylation of 2-aryl-1,2,3-triazole N-oxides with Ar-X [X = Br, I and B(OH)2] is demonstrated. The reaction proceeds through Pd-catalyzed C-H bond activation, and the influence of the aryl halides on the reactivity is investigated. An efficient route for the synthesis of 2,4-disubstituted 1,2,3-triazoles by the regioselective direct arylation of 2-aryl-1,2,3-triazole N-oxides with Ar-X [X = Br, I and B(OH)2] is demonstrated. The reaction proceeds through Pd-catalyzed C-H bond activation, and the influence of the aryl halides on the reactivity is investigated. Copyright
Synthesis of 2-Substituted 1,2,3-Triazoles via an Intramolecular N–N Bond Formation
Chen, Cheng-yi,Lu, Xiaowei,Holland, Mareike C.,Lv, Shichang,Ji, Xuebao,Liu, Wei,Liu, Jie,Depre, Dominique,Westerduin, Pieter
supporting information, p. 548 - 551 (2019/12/24)
An efficient synthesis of 2-aryl 1,2,3-triazoles based on an intramolecular N–N bond formation is described. Selective activation of bis-hydrazone at the dimethylamino hydrazone group with MeI forms a mono-hydrazonium species. Treatment of the hydrazonium
Room-temperature oxidative Suzuki coupling reaction of 1,2,3-triazole N-oxides
Liu, Wei,Yu, Yanyan,Fan, Boyi,Kuang, Chunxiang
supporting information, p. 2969 - 2971 (2017/07/10)
This study develops a new efficient pathway for synthesis of 2,4-disubstituted 1,2,3-triazoles through regioselective direct arylation between 2-aryl-1,2,3-triazole N-oxides and Ar-B(OH)2. The reaction proceeds smoothly at room temperature and exhibits good yield and high C5 position selectivity. The possible pathway of oxidative Suzuki coupling is also discussed. This simple methodology can be used to construct 2,4-disubstituted 1,2,3-triazole moiety.
Iridium(III)-Catalyzed Direct C-H Sulfonamidation of 2-Aryl-1,2,3-triazole N-Oxides with Sulfonyl Azides
Zhu, Bingfeng,Cui, Xiuling,Pi, Chao,Chen, Dong,Wu, Yangjie
supporting information, p. 326 - 332 (2016/02/14)
We have developed a method for the direct sulfonamidation of 2-aryl-1,2,3-triazole N-oxides using sulfonyl azides as the amino source to release molecular nitrogen as the sole by-product. This protocol exhibits excellent functional group tolerance and proceeds efficiently under external oxidant-free conditions. Various 2-(2-sulfonamidoaryl)-1,2,3-triazoles were prepared in up to 97% yields for 25 examples with excellent regioselectivity.
Palladium-catalyzed olefination and arylation of 2-substituted 1,2,3-triazole N -oxides
Liu, Wei,Li, Yahui,Xu, Bo,Kuang, Chunxiang
supporting information, p. 2342 - 2345 (2013/06/27)
Two highly efficient protocols for the regioselective synthesis of 2-substituted 4-alkenyl- and 4-aryl-1,2,3-triazoles by the palladium-catalyzed C-H functionalization of 1,2,3-triazole N-oxides are reported. A possible pathway of direct alkenylation with 1-octene and vinyl acetate is discussed.
The Thermolysis of Polyazapentadienes. Part 1. 1,5-Diaryl-1,2,5-triaza-derivatives
McNab, Hamish
, p. 2200 - 2204 (2007/10/02)
Flash vacuum pyrolysis of the title compounds at 600 deg C gives quinoxalines and arylamines, together with small quantities of nitriles, diarylamines, azobenzenes, and formamidines.The mechanism involves homolytic cleavage of the N-N bond to generate a conjugated iminyl radical, which can either cyclise to a quinoxaline, or fragment to simpler radicals which lead to the minor products by coupling reactions.
