78539-92-1Relevant academic research and scientific papers
Nitrous oxide as a diazo transfer reagent: The synthesis of triazolopyridines
Landman, Iris R.,Fadaei-Tirani, Farzaneh,Severin, Kay
supporting information, p. 11537 - 11540 (2021/11/16)
Nitrous oxide is a potential diazo transfer reagent, but its applications in organic chemistry are scarce. Here, we show that triazolopyridines and triazoloquinolines are formed in the reactions of metallated 2-alkylpyridines or 2-alkylquinolines with N2O. The reactions can be performed under mild conditions and give synthetically interesting triazoles in moderate to good yields.
Recyclable Heterogeneous Copper(II)-Catalyzed Oxidative Cyclization of 2-Pyridine Ketone Hydrazones towards [1,2,3]Triazolo[1,5-a]pyridines
Cai, Mingzhong,Jiang, Gan,Lin, Yang,Zhao, Hong
, p. 4487 - 4497 (2019/11/21)
The heterogeneous copper(II)-catalyzed oxidative cyclization of 2-pyridine ketone hydrazones was achieved in ethyl acetate at room temperature in the presence of an MCM-41-anchored bidentate 2-aminoethylamino copper(II) catalyst [MCM-41-2N-Cu(OAc) 2
Facile one-pot synthesis of [1,2,3]triazolo[1,5-a]pyridines from 2-acylpyridines by copper(II)-catalyzed oxidative N-N bond formation
Hirayama, Tasuku,Ueda, Satoshi,Okada, Takahiro,Tsurue, Norihiko,Okuda, Kensuke,Nagasawa, Hideko
, p. 4156 - 4162 (2014/04/17)
An efficient and simple method for the synthesis of various [1,2,3]triazolo[1,5-a]pyridines has been established. The method involves a copper(II)-catalyzed oxidative N-N bond formation that uses atmospheric oxygen as the terminal oxidant following hydrazonation in one pot. The use of ethyl acetate as the solvent dramatically promotes the oxidative N-N bond-formation reaction and enables the application of oxidative cyclization in the efficient one-pot reaction. A mechanism for the reaction was proposed on the basis of the results of a spectroscopic study. In the same pot: [1,2,3]Triazolo[1,5-a] pyridines are synthesized from the corresponding 2-acylpyridines by a one-pot method, consisting of hydrazonation followed by oxidative cyclization through copper(II)-catalyzed N-N bond formation (see scheme).
Rhodium-catalyzed NH insertion of pyridyl carbenes derived from pyridotriazoles: A general and efficient approach to 2-picolylamines and imidazo[1,5-a]pyridines
Shi, Yi,Gulevich, Anton V.,Gevorgyan, Vladimir
, p. 14191 - 14195 (2015/01/09)
A general and efficient NH insertion reaction of rhodium pyridyl carbenes derived from pyridotriazoles was developed. Various NH-containing compounds, including amides, anilines, enamines, and aliphatic amines, smoothly underwent the NH insertion reaction to afford 2-picolylamine derivatives. The developed transformation was further utilized in a facile one-pot synthesis of imidazo[1,5-a]pyridines.
Triazolopyridines. Part 29. Direct arylation reactions with [1,2,3]triazolo[1,5-a]pyridines
Abarca, Belen,Adam, Rosa,Ballesteros, Rafael,Chiassai, Leonardo,Gamon, Cristina
, p. 229 - 241 (2013/02/25)
[1,2,3]Triazolo[1,5-a]pyridine reacts with aryl halides in presence of catalytic amounts of Pd(OAc)2 and PPh3 in DMF to give, in medium or low yield, direct arylations in C3 and pyridyl aryl ketones. Thiazole and benzothiazole have been directly arylated using 7-halotriazolopyridines. These behaviours are unprecedented in the chemistry of [1,2,3]triazolo[1,5-a] pyridines. ARKAT-USA, Inc.
Synthesis of novel fluorescent 3-aryl- and 3-methyl-7-aryl-[1,2,3]triazolo[1,5-a]pyridines by Suzuki cross-coupling reactions
Abarca, Belén,Aucejo, Ricardo,Ballesteros, Rafael,Blanco, Fernando,García-Espa?a, Enrique
, p. 8101 - 8103 (2007/10/03)
Two series of compounds, 3-aryl- (series A, compounds 2a-j) and 3-methyl-7-aryl-[1,2,3]triazolo[1,5-a]pyridines (series B, compounds 3a-j) have been synthesized by Suzuki cross-coupling reactions, with a triazolopyridine halide and an aryl or heteroaryl b
