- Micellar Catalysis: Visible-Light Mediated Imidazo[1,2-a]pyridine C—H Amination with N-Aminopyridinium Salt Accelerated by Surfactant in Water
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A light-promoted metal-free protocol for the amination of imidazo[1,2-a]pyridines with N-aminopyridinium salt by the assistance of surfactants in water was reported, charactering mild and environmentally benign conditions, as well as great functional grou
- Yang, Zhonglie,Cao, Kun,Peng, Xiaoyan,Lin, Li,Fan, Danchen,Li, Jun-Long,Wang, Jingxia,Zhang, Xiaobin,Jiang, Hezhong,Li, Jiahong
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supporting information
p. 3347 - 3352
(2021/10/20)
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- Synthetic method of imidazopyridine compounds
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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.
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Paragraph 0054-0067
(2021/03/24)
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- Solvent and catalyst-free synthesis of imidazo[1,2-a]pyridines by grindstone chemistry
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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
- Godugu, Kumar,Nallagondu, Chinna Gangi Reddy
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p. 250 - 259
(2020/10/23)
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- Electrochemical Oxidative C3 Acyloxylation of Imidazo[1,2- a]pyridines with Hydrogen Evolution
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The C3-functionalized imidazo[1,2-a]pyridines are versatile nitrogen-fused heterocycles; however, the methods for the C3 acyloxylation of imidazo[1,2-a]pyridines have never been reported. Herein we demonstrate the electrochemical oxidative C3 acyloxylation of imidazo[1,2-a]pyridines for the first time. Notably, by using electricity, the electrochemical oxidative C3 acyloxylation of imidazo[1,2-a]pyridines was carried out under mild conditions. Moreover, in addition to aromatic carboxylic acids, alkyl carboxylic acids were also competent substrates.
- Yuan, Yong,Zhou, Zhilin,Zhang, Lin,Li, Liang-Sen,Lei, Aiwen
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supporting information
p. 5932 - 5936
(2021/08/16)
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- Metal-free, Tf2NH-catalyzed 1, 6-conjugate addition of imidazopyridine to para-quinone methides: Easy access to C3-functionalized triarylmethane imidazopyridine
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An inexpensive and commercially available Tf2NH-catalyzed 1,6-conjugate addition of imidazopyridine (IMPY) heterocycles to para-quinone methides (p-QMs) is reported. The present transformation provides a diverse class of C3-functionalized triarylmethanes heterocyclic derivatives of imidazopyridine. These metal-free transformations provided a very broad substrate scope of conjugate addition product with a high yield up to 97% within a short duration.
- Khonde, Nilesh S.,Said, Madhukar S.,Sabane, Jagjivan K.,Gajbhiye, Jayant M.,Kumar, Pradeep
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supporting information
(2021/10/30)
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- PhI(OAc)2-mediated oxidative C[sbnd]H sulfoximination of imidazopyridines under mild conditions
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A facile protocol for direct oxidative C[sbnd]N bond coupling of unactivated imidazo[1,2-a]pyridines with NH-sulfoximines was disclosed using sulfoximines as the nitrogen sources in the presence of (diacetoxy)iodobenzene (PhI(OAc)2). The reacti
- Luan, Nannan,Liu, Zhenwei,Han, Shuaijun,Shen, Linhua,Li, Jingya,Zou, Dapeng,Wu, Yangjie,Wu, Yusheng
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supporting information
(2019/11/26)
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- An efficient Pd(II)-(2-aminonicotinaldehyde) complex as complementary catalyst for the Suzuki-Miyaura coupling in water
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An efficient new Pd(II)-(2-aminonicotinaldehyde)-catalyzed Suzuki-Miyaura coupling of the aryl halides (Br, Cl and I) and organoboronic acids at moderate temperature in water is described. Low catalyst loading, easy accessibility, being an air-stable catalyst, functional group compatibility, and water as the reaction medium are some of the key features of this synthetic method. This protocol is also applicable for gram scale.
- Thunga, Sanjeeva,Poshala, Soumya,Anugu, Naveenkumar,Konakanchi, Ramaiah,Vanaparthi, Satheesh,Kokatla, Hari Prasad
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supporting information
p. 2046 - 2048
(2019/07/04)
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- Transition-Metal-Free Direct Trifluoromethylation and Perfluoroalkylation of Imidazopyridines under Mild Conditions
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The first transition-metal-free method for direct C?H trifluoromethylation of imidazo[1,2-a]pyridine derivatives with readily available Ruppert-Prakash reagent TMSCF3 under mild conditions was described. Moreover, this method could be applied to direct C?H perfluoroalkylation of imidazopyridines, affording a series of novel perfluoroalkylated products in moderate to good yields. Notable advantages of this protocol include easy operation, high-efficiency and wide substrate scope. (Figure presented.).
- Han, Shuaijun,Gao, Xianying,Wu, Qingsong,Li, Jingya,Zou, Dapeng,Wu, Yangjie,Wu, Yusheng
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supporting information
p. 1559 - 1563
(2019/02/19)
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- Electrochemical oxidative C-H/N-H cross-coupling for C-N bond formation with hydrogen evolution
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Under metal catalyst-free and exogenous-oxidant-free conditions, a series of C-3 aminated imidazo[1,2-a]pyridines were synthesized by electrochemical intermolecular oxidative C-H/N-H cross-coupling. Furthermore, by using a catalytic amount of ferrocene as
- Yu, Yi,Yuan, Yong,Liu, Huilin,He, Min,Yang, Mingzhu,Liu, Pan,Yu, Banying,Dong, Xuanchi,Lei, Aiwen
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supporting information
p. 1809 - 1812
(2019/02/12)
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- Rapid Construction of Fused Heteropolycyclic Aromatics via Palladium-Catalyzed Domino Arylations of Imidazopyridine Derivatives
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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
- Xue, Chenwei,Han, Jianwei,Zhao, Min,Wang, Limin
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supporting information
p. 4402 - 4406
(2019/05/08)
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- One-Pot Sequential Bromination and Fluorination to Access 3-Fluoroimidazo[1,2-a]pyridines from Arylketones
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3-Fluoro-2-arylimidazo[1,2-a]pyridines were selectively synthesised in one-pot from acetophenones and 2-aminopyridines under mild conditions. The sequence of reactions involved bromination, condensation, and late-stage fluorination. Two halogenating reagents play key roles in the process. We found that tetrabutylammonium tribromide and SelectfluorTM gave excellent yields of the desired products in the one-pot sequential reaction.
- Udavant, Rohini N.,Yadav, Ashok R.,Shinde, Sandip S.
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p. 3432 - 3436
(2018/07/25)
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- Efficient Access to Imidazo[1,2- a] pyridines/pyrazines/pyrimidines via Catalyst-Free Annulation Reaction under Microwave Irradiation in Green Solvent
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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
- Rao, R. Nishanth,Mm, Balamurali,Maiti, Barnali,Thakuria, Ranjit,Chanda, Kaushik
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supporting information
p. 164 - 171
(2018/03/21)
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- Au-catalyzed domino process synthesis of imidazo[1,2-a]pyridines from 2-aminopyridine and N-tosylhydrazones: An efficient C[sbnd]N bond formation reaction
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A novel Au-catalyzed domino reaction for the synthesis of imidazo[1,2-a]pyridines from 2-aminopyridine and N-tosylhydrazones has been developed using molecular oxygen. It represents a new strategy for the formation of C[sbnd]N bonds. This transformation demonstrated a broad tolerance toward the substrates and allowed the generation of a diverse imidazo[1,2-a]pyridine derivatives with good yields.
- Guo, Pengfeng,Huang, Shuyu,Mo, Jiaxian,Chen, Xiaoyan,Jiang, Hangqi,Chen, Weifeng,Cai, Hehuan,Zhan, Haiying
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- Organic reactions in ionic liquids: Cyclocondensation of α-bromoketones with 2-aminopyridine
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The room temperature ionic liquid 1-n-butyl-3-methylimidazolium tetrafluoroborate (BMImBF4), is used as a 'green' recyclable alternative to classical molecular solvents for the cyclocondensation of α-bromoketones with 2-aminopyridine to form 2-
- Xie, Yuan-Yuan,Chen, Zhen-Chu,Zheng, Qin-Guo
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p. 614 - 615
(2007/10/03)
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- Synthesis and electron-transfer reactions of some 3-difluoroacetylated imidazo[1,2-a]pyridine derivatives
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The synthesis of new 3-chlorodifluoroacetylated imidazo[1,2-a]pyridines 1-6 and their difluoroacetyl derivatives is presented. The reductive cleavage of the halogenated ketones was investigated by cyclic voltammetry, and tetrakis(dimethylamino)ethylene (T
- Burkholder, Conrad,Dolbier Jr., William R.,Médebielle, Maurice,Ait-Mohand, Samia
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p. 3077 - 3080
(2007/10/03)
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