20034-97-3Relevant academic research and scientific papers
AgNO3as Nitrogen Source for Cu-Catalyzed Cyclization of Oximes with Isocyanates: A Facile Route to N-2-Aryl-1,2,3-triazoles
Liang, Jingwen,Rao, Yingqi,Zhu, Weidong,Wen, Tingting,Huang, Junjie,Chen, Zhichao,Chen, Lu,Li, Yibiao,Chen, Xiuwen,Zhu, Zhongzhi
, p. 7028 - 7032 (2021/09/14)
A versatile copper-catalyzed [3 + 1 + 1] annulation of oximes and isocyanates with AgNO3 is described. In this conversion, AgNO3 and isocyanates instead of conventional azide or diazonium reagents were used as the nitrogen source. This three-component transformation was achieved by cleaving N-O/C-H/C-N bonds and building CN/N-N bonds, which provides a strategy to prepare N-2-aryl-1,2,3-triazoles with a good substrate and functional compatibility.
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
, 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.
Isomerism and Lead(IV) Acetate Oxidation Reactions of p-Substituted Phenylosazones of Some Substituted Glyoxals and 1,2-Diketones. Reactions of Metallic Acetates with Nitrogen Compounds. Part 5.
Butler, Richard N.,Cunningham, Michael G.
, p. 744 - 749 (2007/10/02)
The structures of the bis-(p-nitrophenyl)hydrazones and some bis-(p-bromophenyl)hydrazones of glyoxal, methylglyoxal, phenylglyoxal, butane-2,3-dione, benzil, and cyclohexane-1,2-dione were examined by i.r., 1H n.m.r., and 13C n.m.r. spectroscopy.Generally the E,E forms of the osazones were obtained from direct synthesis except for the bis-(p-nitrophenyl)hydrazone of cyclohexane-1,2-dione and phenylglyoxal and the bis-(p-bromophenyl)hydrazones of phenylglyoxal, which were obtained as the E,Z-chelate forms.Unstable yellow crystalline forms of the bis-(p-nitrophenyl)hydrazones of glyoxal, butane-2,3-dione, and benzil containing two molecules of hexamethylphosphoramide (HMPA) of crystallisation, which may contain the E,Z-isomers, were isolated from HMPA solutions.Lead tetra-acetate oxidation of a range of E,E-osazones gave dehydrogenations to 1,2-bisazoethylenes.Similar oxidations of E,Z-osazones gave mainly 2-aryl-1,2,3-trizole type products (osotriazoles) along with lower yields of azoethylenes.Oxidation of cyclohexane-1,2-dione bis-(p-nitrophenyl)hydrazone gave a mixture of osotriazoles containing an acethoxy- or p-nitroacetanilido-group at the 3-position of the cyclohexyl ring.
