4105-21-9Relevant articles and documents
Synthesis and Optical Properties of Push–Push–Pull Chromophores Based on Imidazo[5,1,2-cd]indolizines and Naphtho[1′,2′:4,5]imidazo[1,2-a]pyridines
Maitra, Ratnava,Chen, Jie-Hong,Hu, Ching-Han,Lee, Hon Man
, p. 5975 - 5985 (2017)
Four series of new push–push–pull chromophores based on two types of heterocyclic cores, namely imidazo[5,1,2-cd]indolizines and naphtho[1′,2′:4,5]imidazo[1,2-a]pyridines, and two types of linear π spacers, namely diphenylacetylene and biphenyl, were prep
Synthesis of fused imidazoles based on γ-bromodypnone
Kovtunenko, Volodimir,Potikha, Lyudmila,Turov, Aleksandr
, p. 3609 - 3613 (2004)
A new method based on the reaction of 4-bromo-1,3-diphenyl-2-buten-1-one with heterocyclic amines was proposed for the synthesis of fused imidazoles.
Hetarenes with a bridge nitrogen atom. 6. Ambident properties of the oxazolo[3,2-a]pyridinium nucleus in reactions with nucleophiles: Prediction and experiment
Babaev,Pasichnichenko,Maiboroda
, p. 338 - 342 (1997)
We have studied the problem of ambident opening of five-membered and six-membered rings of the heteroaromatic oxazolo[3,2-a]pyridinium cation. A quantum chemical SINDO1 calculation of the energies of isomeric adducts of this cation with nucleophiles predi
One-Pot Tandem Amidation, Knoevenagel Condensation, and Palladium-Catalyzed Wacker Type Oxidation/C-O Coupling: Synthesis of Chromeno-Annulated Imidazopyridines
Pandey, Khima,Rangan, Krishnan,Kumar, Anil
, p. 8026 - 8035 (2018)
A direct one-pot synthesis of chromeno-annulated imidazo[1,2-a]pyridines is achieved by the reaction of 2-amino-1-(2-ethoxy-2-oxoethyl)pyridinium salts with 2-bromoarylaldehydes using Pd(TFA)2 as a catalyst and Cu(OAc)2 as an oxidant
Diversity-oriented synthesis toward aryl- And phosphoryl-functionalized imidazo[1,2-a]pyridines
Gernet, Aurelie,Sevrain, Nicolas,Volle, Jean-Noel,Ayad, Tahar,Pirat, Jean-Luc,Virieux, David
, p. 14730 - 14743 (2020)
We report herein an efficient synthesis of diversely polysubstituted imidazo[1,2-a]pyridines, a family of aza-heterocycles endowed with numerous biological properties, through a sequence involving two consecutive palladium-catalyzed cross-coupling reactions. First, we demonstrated that a Hirao coupling occurred straightforwardly in high yields at positions 3, 5, and 6 of imidazopyridine derivatives, giving access to a wide variety of substituted phosphonates, phosphinates, and phosphine oxides. In a second step, direct CH-arylation of phosphorylimidazopyridines with aryl halides was found to be effective and fully selective, leading to 3-aryl-substituted imidazopyridines in moderate to high yields depending on steric hindrance.
Synthesis of C3-Cyanomethylated Imidazo[1,2- a ]pyridines via Ultrasound-Promoted Three-Component Reaction under Catalyst- and Oxidant-Free Conditions
Wu, Qingguo,Yang, Haifeng,Zhang, Jian,Zhang, Jie,Zhang, Yufeng
supporting information, p. 264 - 268 (2022/02/05)
An efficient synthesis of C3-cyanomethylated imidazo[1,2-α]pyridines via ultrasound-promoted three-component reaction under catalyst-free, oxidant-free, and mild conditions has been developed. A series of C3-cyanomethylated imidazo[1,2-α]pyridines were rapidly prepared with satisfactory yields and good functional group compatibility. This strategy cloud also be applied to the synthesis of zolpidem and alpidem in short steps.
Solvent and catalyst-free synthesis of imidazo[1,2-a]pyridines by grindstone chemistry
Godugu, Kumar,Nallagondu, Chinna Gangi Reddy
, p. 250 - 259 (2020/10/23)
The present work describes the solvent and catalyst-free synthesis of imidazo[1,2-a]pyridines in excellent to nearly quantitative yields from 2-aminopyridines and a wide variety of ω-bromomethylketones using a grindstone procedure at 25°C to 30°C for 3 to
One-Pot Synthesis of C3-Alkylated Imidazopyridines from α-Bromocarbonyls under Photoredox Conditions
Li, Jingyu,Liu, Ping,Sun, Peipei,Tong, Jinwen,Zhan, Yanling
supporting information, p. 4541 - 4545 (2021/08/27)
A convenient strategy is presented for the synthesis of C3-alkylated imidazopyridines through one pot condensation and alkylation of α-bromocarbonyl compounds with 2-aminopyridines. A series of C3-alkylated imidazopyridines were obtained in moderate to hi
Palladium(ii) catalyzed site-selective C-H olefination of imidazo[1,2-: A] pyridines
Tali, Javeed Ahmad,Kumar, Gulshan,Singh, Davinder,Shankar, Ravi
supporting information, p. 9401 - 9406 (2021/11/17)
Herein, we disclose an efficient Pd(ii)-catalyzed site selective C8 alkenylation of imidazo[1,2-a]pyridines with electronically biased olefinic substrates. Notably, besides the presence of four C-H sites available, selective mono-alkenylation was achieved
Metal-free oxidative decarbonylative halogenation of fused imidazoles
Kumar, Gulshan,Shankar, Ravi,Singh, Davinder,Tali, Javeed Ahmad
supporting information, p. 20551 - 20555 (2021/11/23)
An efficient strategy has been developed for the deformylative halogenation of carbaldehyde imidazo-fused heterocycles in the presence of TBHP controlled by temperature. A convenient and sequential functionalization (C8 to C3) portrays the synthetic utility of the current method.N-Heterocycle benzamide products were also observedviathe ring opening of imidazopyridines through the cleavage of C-C bond at high temperatures. Features of this method include temperature-controlled excellent regioselectivity, mild conditions and functional group tolerance.
