2824-61-5Relevant academic research and scientific papers
Electrochemical synthesis of 1,2,4-triazole-fused heterocycles
Ye, Zenghui,Ding, Mingruo,Wu, Yanqi,Li, Yong,Hua, Wenkai,Zhang, Fengzhi
supporting information, p. 1732 - 1737 (2018/04/30)
A reagent-free intramolecular dehydrogenative C-N cross-coupling reaction has been developed under mild electrolytic conditions. In this atom- and step-economical one-pot process, valuable 1,2,4-triazolo[4,3-a]pyridines and related heterocyclic compounds could be synthesized efficiently from commercially available aliphatic or (hetero)aromatic aldehydes and 2-hydrazinopyridines. Various functional groups are compatible with this metal- and oxidant-free protocol which can be carried out on a gram scale easily. This novel method was applied to the synthesis of one of the top-selling drugs Xanax and late stage functionalization for generating chemical diversity in biologically relevant lead molecules.
Synthesis of 1,2,4-Triazolo[4,3-a]pyridines and Related Heterocycles by Sequential Condensation and Iodine-Mediated Oxidative Cyclization
Li, Ertong,Hu, Zhiyuan,Song, Lina,Yu, Wenquan,Chang, Junbiao
, p. 11022 - 11027 (2016/07/27)
A facile and efficient approach to access 1,2,4-triazolo[4,3-a]pyridines and related heterocycles has been accomplished through condensation of readily available aryl hydrazines with corresponding aldehydes followed by iodine-mediated oxidative cyclizatio
Toward Hypoxia-Selective Rhenium and Technetium Tricarbonyl Complexes
North, Andrea J.,Hayne, David J.,Schieber, Christine,Price, Katherine,White, Anthony R.,Crouch, Peter J.,Rigopoulos, Angela,OKeefe, Graeme J.,Tochon-Danguy, Henri,Scott, Andrew M.,White, Jonathan M.,Ackermann, Uwe,Donnelly, Paul S.
, p. 9594 - 9610 (2015/10/12)
With the aim of preparing hypoxia-selective imaging and therapeutic agents, technetium(I) and rhenium(I) tricarbonyl complexes with pyridylhydrazone, dipyridylamine, and pyridylaminocarboxylate ligands containing nitrobenzyl or nitroimidazole functional g
Synthesis and antimicrobial effects of 1,3,5-substituted phenyl formazans
Uraz, Guven,Yilmaz, Ebru,Tezcan, Habibe,Porsuk, Nesrin,Imamoglu, Gamze,Kartli, Onur Savas
experimental part, p. 1924 - 1926 (2012/09/07)
In this study, novel formazans with various substituents on 1,3,5-phenyl rings were synthesized and their structures were elucidated with the use of elemental analysis, mass,1H NMR,13C NMR, IR, UV-VIS spectra. Also, antimicrobial effects of formazans were tested against selected microorganism, Staphylococus aureus, S. epidermidis, S. saprophyticus, Pseudomonas aeruginosa, Escherichia coli, Klebsiella pneumoniae. Moreover, the antiyeast effects of the formazans are seen on the Candida kefir, C. glabrata, C. tropicalis, Cryptococcus neofarmans, Saccharomyces cerevisiae. In the present study, it was generally observed that the formazans were very active against Candida kefir, C. tropicalis, Cryptococcus neofarmans and Saccharomyces cerevisiae.
Efficient synthesis of 3-substituted 1,2,4-triazolo[4,3-a]pyridine by [bis(trifluroacetoxy)iodo]benzene-catalyzed oxidative intramolecular cyclization of heterocyclic hydrazones
Padalkar, Vikas S.,Patil, Vikas S.,Phatangare, Kiran R.,Umape, Prashant G.,Sekar
, p. 925 - 938 (2011/04/22)
A series of 1,2,4-triazolopyridines have been prepared by oxidative intramolecular cyclization of heterocyclic hydrazones with [bis(trifluroacetoxy) iodo]benzene. General applicability of this simple transformation was confirmed by synthesis of 1,2,4-triazolo[4,3-a]pyridine. The advantages of this protocol are the nontoxicity of catalyst and shorter reaction time to obtain good preparative yield.
Palladium-catalyzed coupling of aldehyde-derived hydrazones: Practical synthesis of triazolopyridines and related heterocycles
Thiel, Oliver R.,Achmatowicz, Michal M.,Reichelt, Andreas,Larsen, Robert D.
supporting information; experimental part, p. 8395 - 8398 (2010/12/25)
The palladium-catalyzed intermolecular coupling of aldehyde-derived hydrazones with chloroazines, followed by oxidative cyclization under mild conditions afforded access to a broad variety of bicyclic heterocyclic scaffolds (see scheme) that have potentia
Electrochemical Synthesis of Heterocyclic Compounds. XV. Anodic Synthesis of s-Triazolopyridine Derivatives
Crljenak, Senka,Tabakovic, Ibro,Jeremic, Dragoslav,Gaon, Igor
, p. 527 - 536 (2007/10/02)
Anodic oxidation of several heterocyclic hydrazones (1a - 9a) prepared from 2-hydrazinopyridine of 2-hydrazino-4-nitropyridine and the corresponding aromatic aldehyde was performed in a CH3CN-Et4NClO4 solution with the addition of 60percent HClO4 on a platinum electrode, using controlled potentials.As a result of two-electron oxidative cyclizations, several s-triazolopyridine derivatives (1b - 9b) were prepared in yields ranging from 55 to 92percent.A mechanism rationalizing the formation of the 3-phenyl-s-triazolopyridine, 1b, has been studied by LSV, CPSV, RDE, coulometry and preparative scale electrolysis.
