5350-40-3Relevant academic research and scientific papers
Copper-Catalyzed Asymmetric Arylation of N-Heteroaryl Aldimines: Elementary Step of a 1,4-Insertion
Wu, Chunlin,Qin, Xurong,Moeljadi, Adhitya Mangala Putra,Hirao, Hajime,Zhou, Jianrong Steve
supporting information, p. 2705 - 2709 (2019/02/06)
Copper complexes of monodentate phosphoramidites efficiently promote asymmetric arylation of N-azaaryl aldimines with arylboroxines. DFT calculations and experiments support an elementary step of 1,4-insertion in the reaction pathway, a step in which an aryl-copper species adds directly across four atoms of C=N?C=N in the N-azaaryl aldimines.
Co(OAc)2-Catalyzed Trifluoromethylation and C(3)-Selective Arylation of 2-(Propargylamino)pyridines via a 6-Endo-Dig Cyclization
Li, Jianjun,Lei, Yifan,Yu, Yang,Qin, Cong,Fu, Yiwei,Li, Hao,Wang, Wei
supporting information, p. 6052 - 6055 (2017/11/24)
A Co(OAc)2-catalyzed trifluoromethylation and subsequent C(3)-selective arylation of 2-(propargylamino)pyridines has been developed. A new 6-endo-dig cyclization involving an unprecedented C(3) selective arylation of the pyridines instead of a commonly observed 5-exo-dig cyclization with "N" is realized. Moreover, the study presents the first case of the installation of a trifluoromethyl group into electron-deficient azaarenes. The process delivers an efficient cascade approach to new trifluoromethylated 1,8-naphthyridine structures with a broad substrate scope.
A mild method for the regioselective bromination of 2-aminopyridines
Xu, Tong,Zhou, Wen,Wang, Jing,Li, Xue,Guo, Jun-Wen,Wang, Bin
supporting information, p. 5058 - 5061 (2015/01/08)
An efficient and regioselective bromination of 2-aminopyridines was developed. The environmental friendly bromination occurs under mild and clean conditions using readily available 1-butylpyridinium bromide as the bromine source and hydrogen peroxide as the green oxidant.
CuSO4-glucose for in situ generation of controlled Cu(I)-Cu(II) bicatalysts: Multicomponent reaction of heterocyclic azine and aldehyde with alkyne, and cycloisomerization toward synthesis of N-fused imidazoles
Guchhait, Sankar K.,Chandgude, Ajay L.,Priyadarshani, Garima
experimental part, p. 4438 - 4444 (2012/07/03)
The catalytic efficiency of mixed Cu(I)-Cu(II) system in situ generated by partial reduction of CuSO4 with glucose in ethanol (nonanhydrous) under open air has been explored. With this catalysis, the multicomponent cascade reaction of A3-coupling of heterocyclic amidine with aldehyde and alkyne, 5-exo-dig cycloisomerization, and prototropic shift has afforded an efficient and eco-friendly synthesis of therapeutically important versatile N-fused imidazoles. Diverse heterocyclic amidines, several of which are known to be poorly reactive, and aldehydes are compatible in this catalytic process.
Copper-catalyzed intramolecular dehydrogenative aminooxygenation: Direct access to formyl-substituted aromatic N-heterocycles
Wang, Honggen,Wang, Yong,Liang, Dongdong,Liu, Lanying,Zhang, Jiancun,Zhu, Qiang
supporting information; experimental part, p. 5678 - 5681 (2011/08/02)
A direct synthesis of carbaldehydes through intramolecular dehydrogenative aminooxygenation has been developed. The process uses a catalytic amount of copper(II) in DMF or DMA under oxygen and does not require additional oxidants (see scheme). Mechanistic studies suggest that the carbonyl oxygen atom of the aldehyde is derived from oxygen through a copper-mediated oxygen activation process via a peroxy-copper(III) intermediate. Copyright
Microwave assisted green chemical synthesis of novel spiro[indole-pyrido thiazines]: A system reluctant to be formed under thermal conditions
Dandia, Anshu,Arya, Kapil,Sati, Meha,Gautam, Sangeeta
, p. 5253 - 5258 (2007/10/03)
Spiro [3H-indole-3,2′-[4H] pyrido [3,2-e]-1,3-thiazine]-2,4′ (1H) diones, a class of previously unknown compound which does not form under conventional conditions, can be prepared by treatment of 'in situ' generated 3-indolylimine derivatives with 2-mercaptonicotinic acid under microwave irradiation in absence of any solvent or solid support in 85-92% yields in 3-8 min. The facile one pot reaction is generalized for a variety of ketones and amines to give pure pyrido [3,2-e] thiazine derivatives, which do not require further purification processes.
Etude des bases de Schiff derivees de la salicylaldehyde et de la 2-aminopyridine. Proprietes et capacite de complexation
Capitan-Vallvey, L. F.,Salinas, F.,Jimenez, C.,Cuadros, L.
, p. 1706 - 1712 (2007/10/02)
The spectroscopic (ir, uv, nmr, and ms) and thermal properties of N-(4-methyl-2-pyridyl)benzaldimine, N-(6-methyl-2-pyridyl)benzaldimine, N-(4-methyl-2-pyridyl)salicylaldimine and N-(6-methyl-2-pyridyl)salicylaldimine have been studied.Their acidity const
