65964-61-6Relevant academic research and scientific papers
Synthetic method of imidazopyridine compounds
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Paragraph 0056; 0069-0072, (2021/03/24)
The invention provides a novel method for synthesizing imidazopyridine compounds. According to the invention, aminopyridine compounds and sulfur ylide are used as original reaction substrates, iron phthalocyanine (FeIIPc) is used as a catalyst, and a series of the imidazopyridine compounds are obtained under the condition that the advantages of mildness, greenness, high efficiency, wide substrateuniversality and the like are achieved.
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
Gold-catalyzed oxidation of terminal alkynes to glyoxals and their reactions with 2-phenylimidazo[1,2-a]pyridines: one-pot synthesis of 1,2-diones
Liao, Shengrong,Lin, Xiuping,Liu, Yonghong,Wang, Junfeng,Xu, Huayan,Yang, Bin,Zhou, Xuefeng
supporting information, p. 8735 - 8739 (2021/10/22)
A novel one-pot protocol for the convenient and efficient synthesis of (2-phenylimidazo[1,2-a]pyridin-3-yl)alkane-1,2-diones (3) in good yields (32-88%) from 2-phenylimidazo[1,2-a]pyridines (1) and terminal alkynes (2) has been established with a wide range of substrate scope. A tandem reaction sequence containing gold-catalyzed double oxidations of terminal alkynes to generate glyoxals, nucleophilic addition of 2-phenylimidazo[1,2-a]pyridines to glyoxals to yield α-hydroxyl ketones, and oxygenation of the α-hydroxyl ketones to afford the final products3under air atmosphere is involved in this method. Simple operation, mild reaction conditions, and widely available substrates make this strategy more affordable.
Rapid Construction of Fused Heteropolycyclic Aromatics via Palladium-Catalyzed Domino Arylations of Imidazopyridine Derivatives
Xue, Chenwei,Han, Jianwei,Zhao, Min,Wang, Limin
supporting information, p. 4402 - 4406 (2019/05/08)
By using diaryliodonium salts, a novel approach of a palladium-catalyzed cascade of diarylation/intramolecular dehydrogenative coupling reaction has been developed in the synthesis of phenanthro-imidazopyridine fused heteropolycycles. The method can toler
Iodine mediated oxidative cross coupling of 2-aminopyridine and aromatic terminal alkyne: A practical route to imidazo[1,2-: A] pyridine derivatives
Samanta, Surya Kanta,Bera, Mrinal K.
, p. 6441 - 6449 (2019/07/10)
A novel, transition-metal free route leading to imidazo[1,2-a]pyridine derivatives via iodine mediated oxidative coupling between 2-aminopyridine and aromatic terminal alkyne has been demonstrated. This newly developed method discloses an operationally simple way for the construction of imidazoheterocycles. Commercially available antiulcer drug zolimidine may readily be synthesized employing this method.
Novel one step synthesis of imidazo[1,2-a]pyridines and Zolimidine via iron/iodine-catalyzed Ortoleva-King type protocol
Ujwaldev, Sankuviruthiyil Mohanan,Rohit,Harry, Nissy Ann,Anilkumar, Gopinathan
, (2019/07/30)
Imidazo[1,2-a]pyridines form versatile scaffolds in pharmaceutical industry arising from their diverse biological activities. The synthesis of these molecules thus has been of great interest and resulted in the development of a large number of new methodologies. Herein we describe the first iron-catalyzed Ortoleva-King type protocol towards the synthesis of these fused heterocyclic compounds. This methodology employs cheap and easily available FeCl3·6H2O and molecular iodine as the catalytic system. The procedure has been well explored by extending the substrate scope with a variety of aromatic ketones and 2-aminopyridines to furnish different imidazo[1,2-a]pyridine derivatives in moderate to good yields. A successful application of this protocol was also demonstrated by achieving direct one step synthesis of the gastro protective drug, Zolimidine.
Efficient Access to Imidazo[1,2- a] pyridines/pyrazines/pyrimidines via Catalyst-Free Annulation Reaction under Microwave Irradiation in Green Solvent
Rao, R. Nishanth,Mm, Balamurali,Maiti, Barnali,Thakuria, Ranjit,Chanda, Kaushik
supporting information, p. 164 - 171 (2018/03/21)
An expeditious catalyst-free heteroannulation reaction for imidazo[1,2-a]pyridines/pyrimidines/pyrazines was developed in green solvent under microwave irradiation. Using H2O-IPA as the reaction medium, various substituted 2-aminopyridines/pyra
Design, Synthesis and Biological Evaluation of Imidazo[1,2-a]pyridine Derivatives as Novel DPP-4 Inhibitors
Li, Qing,Zhou, Muxing,Han, Li,Cao, Qing,Wang, Xinning,Zhao, Leilei,Zhou, Jinpei,Zhang, Huibin
, p. 849 - 856 (2015/10/06)
A new series of DPP-4 inhibitors with imidazo[1,2-a]pyridine scaffold were designed by exploiting scaffold hopping strategy and docking study. Based on docking binding model, structural modifications of 2-benzene ring and pyridine moieties of compound 5a led to the identification of compound 5d with 2, 4-dichlorophenyl group at the 2-position as a potent (IC50 = 0.13 μm), selective (DPP-8/DPP-4 = 215 and DPP-9/DPP-4 = 192) and in vivo efficacious DPP-4 inhibitor. Further, molecular docking revealed that compound 5d could retain key binding features of DPP-4 with the pyridine moiety of imidazo[1,2-a]pyridine ring providing an additional π-π interaction with Phe357 of DPP-4. Compound 5d might be a promising lead for further development of novel DPP-4 inhibitor treating T2DM.
A copper-catalyzed multi-component reaction accessing fused imidazo-heterocycles via C-H functionalization
Kumar, G. Santosh,Ragini, S. Pushpa,Kumar, A. Sanjeeva,Meshram
, p. 51576 - 51580 (2015/06/25)
An efficient synthesis of fused imidazo-heterocycles is described using Cu(OTf)2 in [bmim]BF4 by the multi-component reaction of pyridin-2(1H)-one or thiazol/benzo[d]thiazol-2(3H)-ones with O-tosylhydroxyl amine and acetophenones under microwave irradiation. The present method is very rapid and the product formation occurs via a C-H functionalization/tandem addition-cyclization process. The ionic liquid containing copper triflate is recovered and reused four times.
Copper-catalyzed c-h functionalization of pyridines and isoquinolines with vinyl azides: Synthesis of imidazo heterocycles
Donthiri, Ramachandra Reddy,Pappula, Venkatanarayana,Reddy, N. Naresh Kumar,Bairagi, Dipayan,Adimurthy, Subbarayappa
, p. 11277 - 11284 (2015/01/08)
Copper(I) iodide-catalyzed oxidative C(sp2)-H functionalization of pyridines and isoquinolines for the synthesis of imidazo[1,2-a]pyridines and 2-phenylimidazo[2,1-a]isoquinolines with vinyl azides under mild aerobic conditions is reported. Goo
