138023-09-3Relevant articles and documents
Novel one-pot pseudo four component reaction: Expeditious synthesis of functionalized imidazo[1,2-a]pyridines
Sanaeishoar, Haleh,Nazarpour, Roya,Mohave, Fouad
, p. 68571 - 68578 (2015)
A new and efficient one-pot synthesis of imidazo[1,2-a]pyridines has been described. In this approach the installation of C-3 imine substituent on the imidazopyridine framework was developed. Corresponding products were prepared in mild conditions by reac
One-Pot Synthesis of 3-Methyl-2-arylimidazo[1,2-a]pyridines Using Calcium Carbide as an Alkyne Source
Chen, Wei,Li, Zheng
, p. 76 - 84 (2022/01/03)
An efficient method for the construction of 3-methyl-2-arylimidazo[1,2-a]pyridines from the reactions of calcium carbide, 2-aminopyridines, and aromatic aldehydes is described. The notable advantages for this strategy include the use of an inexpensive and
Annulation of Conjugated Azine-Imine with a Sulfoxonium Ylide in a Noncarbenoid Route to Synthesize Multisubstituted Imidazole-Fused Heterocycles
Guchhait, Sankar K.,Saini, Meenu,Khivsara, Viren J.,Giri, Santosh K.
, p. 5380 - 5387 (2021/05/05)
A new [4+1]-annulation of in situ generated heterocyclic azine-aldimines with β-keto sulfoxonium ylides has been developed. The reaction constructs N-fused imidazole rings. In the reaction, the ylides play a dual-functional role of a nucleophilic 1,1-dipo
Bioactivity of azomethines derived mechanochemically from 2-amino pyridine and studies on the effect of substituents on the reaction
Sarma, Madhushree Das,Ghosh, Subhojit
, p. 1295 - 1303 (2020/12/04)
Azomethines with pyridine framework serve as excellent pharmacophore. A number of azomethine derivatives were synthesised from 2-aminopyridine and differently substituted aromatic aldehydes in excellent to almost quantitative yields through green, mechanochemical protocol. Influence of the substituents in the nuclei of aromatic aldehydes on the rate of the reaction was investigated. Presence of ortho hydroxy groups in the nucleus of aromatic aldehydes led to the completion of the reactions in almost no time with nearly quantitative yields. 2,2'-diphenyl-1-picrylhydrazyl (DPPH) radical was used to evaluate the in vitro antioxidant activity of the prepared azomethines and the results were compared with standard natural antioxidant L-ascorbic acid. Most of the derivatives showed fairly strong antioxidant property. Antibacterial activity of the prepared azomethines were examined against Bacillus subtilis (Gram-positive) and Escherichia coli (Gram-negative) strains by using agar well diffusion method. Some of the azomethines exhibited encouraging antibacterial activities.
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.
Simple and efficient one-pot synthesis of imidazo[1,2-a]pyridines catalyzed by magnetic nano-Fe3O4-KHSO4·SiO 2
Guntreddi, Tirumaleswararao,Allam, Bharat Kumar,Singh, Krishna Nand
, p. 2635 - 2638,4 (2012/12/12)
The present report highlights a magnetic nano-Fe3O 4-KHSO4·SiO2 catalyzed synthesis of imidazo[1,2-a]pyridines. The synthetic strategy adopted is expedient, versatile, and offers good to excellent yields from readily available starting materials.
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
Studies on the Oxidation of the Azomethine Compounds with 3-Chloroperbenzoic Acid
Mlochowski, J.,Abdel-Latif, F. F.,Kubicz, E.,Said, S. B.
, p. 711 - 722 (2007/10/02)
Oxidation of the azomethine compounds such as Schiff bases and azines having several nucleophilic centers with 3-chloroperbenzoic acid (MCPBA) being an electrophilic oxidant was investigated.From azines 4, bisaldimines 5, 6, and pyridine derived monoaldimines 7, 8, having various substituents on the imine carbon and nitrogen atoms, the products such as nitrones 9, 15, bisoxaziridines 11, 12; acyldiimine 10 and amide 14 were obtained in high yields.The influence of the structure of substrate on the reaction result is discussed.Key words: aldimines, azines, nitrones, oxaziridines
REACTION OF DIHALOCARBENES WITH 2-(BENZYLIDENEAMINO)PYRIDINES. CYCLIZATION OF 2-(BENZYLIDENEAMINO)PYRIDINIUM DIHALOMETHYLIDS TO GIVE 2-ARYL-3-HALOIMIDAZOPYRIDINES
Khlebnikov, A. F.,Kostik, E. I.,Kostikov, R. R.
, p. 636 - 642 (2007/10/02)
Pyridinium dichloromethylids, formed in the reaction of dichlorocarbene with 2-(benzylideneamino)pyridines, undergo intramolecular 1,5-cyclization to give 2-aryl-8-chloroimidazopyridines, which undergo partial conversion to 2-aryl-3-chloro-4H-pyrid
