872368-73-5Relevant academic research and scientific papers
Cycloaddition of: N -sulfonyl and N -sulfamoyl azides with alkynes in aqueous media for the selective synthesis of 1,2,3-triazoles
Prasanth, Thumpati,Chakraborti, Gargi,Mandal, Tirtha,Ravichandiran, Velayutham,Dash, Jyotirmayee
supporting information, p. 911 - 915 (2022/02/02)
The cycloaddition of N-sulfonyl and N-sulfamoyl azides with terminal alkynes generally produces amide derivatives via ketenimine intermediates. We herein delineate a Cu(i) catalyzed method using a prolinamide ligand that selectively generates N-sulfonyl a
A [3+2] cycloaddition-1,2-acyl migration-hydrolysis cascade for regioselective synthesis of 1,2,3-triazoles in water
Chakraborti, Gargi,Dash, Jyotirmayee,Mandal, Tirtha,Roy, Charles Patriot
supporting information, p. 7970 - 7973 (2021/08/17)
A cascade sequence involving [3+2] cycloaddition, 1,2-acyl migration and hydrolysis produces 2H-1,2,3-triazolesviathe regioselective formation ofN2-carboxyalkylated triazoles. The reaction proceeds in aqueous media through intriguing reaction kinetics using a CuI-prolinamide catalyst system. Prolinamide promotes the novel organocatalytic 1,2-acyl migration as well as hydrolysis of the resultingN2-carboxyalkylated triazoles.
Catalyst-Free Regioselective N2 Arylation of 1,2,3-Triazoles Using Diaryl Iodonium Salts
Roshandel, Sahar,Lunn, Maiko J.,Rasul, Golam,Muthiah Ravinson, Daniel Sylvinson,Suri, Suresh C.,Prakash, G. K. Surya
supporting information, p. 6255 - 6258 (2019/08/26)
The widespread application of 1,2,3-triazoles in pharmaceuticals has resulted in substantial interest toward developing efficient postmodification methods. Whereas there are many postmodification methods available to obtain N1-substituted 1,2,3-triazoles, developing a selective and convenient protocol to synthesize N2-aryl-1,2,3-triazoles has been challenging. We report a catalyst-free and regioselective method to access N2-aryl-1,2,3-triazoles in good to excellent yields (66-97%). This scalable postmodification protocol is effective for a wide range of substrates.
Catalyst and solvent free microwave-assisted synthesis of substituted 1,2,3-triazoles
Roshandel, Sahar,Suri, Suresh C.,Marcischak, Jacob C.,Rasul, Golam,Surya Prakash
supporting information, p. 3700 - 3704 (2018/08/21)
We report a microwave-assisted catalyst and solvent free synthesis of 1,2,3-triazoles through the cycloaddition of trimethylsilylazide and acetylenes. Utilization of a thermally stable azide source, elimination of a metal catalyst, solvent or any additives, and a convenient isolation procedure result in an overall greener approach to access 1,2,3-triazoles on a practical scale with good to excellent yields (55-99%).
p-Toluenesulfonic acid-promoted autocatalytic hydrolyzation of 1-tosyl-1,2,3-triazoles
Dong, Haohao,Zhang, Dongdong,Fang, Renjie,Du, Qingyang,Dong, Zhuoya,Wei, Hao,Shi, Min,Wang, Feijun
, p. 1227 - 1234 (2018/04/05)
The first example of autocatalytic hydrolyzation of 4-aryl-1-tosyl-1,2,3-triazoles induced by p-toluenesulfonic acid was reported, providing an effective and metal-free synthetic approach to deliver a broad range of new 4-aryl-2H-1,2,3-triazoles in good yields. The kinetic profile of this hydrolyzation suggested that this reaction has exponential autocatalytic behavior.
A NH - 1, 2, 3 - triazole synthetic method
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Paragraph 0041; 0044, (2017/08/05)
The invention discloses a method for synthesizing NH-1,2,3-triazole shown by a formula (I). Under the catalytic action of a Lewis acid catalyst, nitroalkene shown by a formula (II) and hydrazoic acid salt undergo 1,3-dipolar cycloaddition, wherein Ar is p
Aluminium(III) Chloride-Catalyzed Three-Component Condensation of Aromatic Aldehydes, Nitroalkanes and Sodium Azide for the Synthesis of 4-Aryl-NH-1,2,3-triazoles
Hu, Qinquan,Liu, Yi,Deng, Xiaocong,Li, Yanjun,Chen, Yunfeng
, p. 1689 - 1693 (2016/10/13)
An aluminium(III) chloride-catalyzed three-component reaction of aromatic aldehydes, nitroalkanes, and sodium azide has been developed; this reaction sequence can be applied to a broad substrate scope and affords the corresponding 4-aryl-NH-1,2,3-triazoles in good to excellent yields. The milder reaction conditions and easier operation make this AlCl3-catalyzed protocol more advantageous for the synthesis of 4-aryl-NH-1,2,3-triazoles. (Figure presented.).
Structure-activity relationship and enzyme kinetic studies on 4-aryl-1H-1,2,3-triazoles as indoleamine 2,3-dioxygenase (IDO) inhibitors
Huang, Qiang,Zheng, Maofa,Yang, Shuangshuang,Kuang, Chunxiang,Yu, Cunjing,Yang, Qing
scheme or table, p. 5680 - 5687 (2011/12/16)
Previously, we have reported the design and synthesis of 4-aryl-1H-1,2,3-triazoles as inhibitors of indoleamine 2,3-dioxygenase (IDO), a promising therapeutic target of cancer. Here, we present the structure-activity relationship and enzyme kinetic studie
