Synthetic strategies in development of 3-aroylimidazo[1,2-a]pyridines and 2-aroylimidazo[1,2-a]pyridines: A decade update DOI

Vikrant Kumbhar,

Bhushan B. Khairnar,

Manohar G. Chaskar

et al.

Synthetic Communications, Journal Year: 2022, Volume and Issue: 52(9-10), P. 1209 - 1244

Published: April 5, 2022

Imidazo[1,2-a]pyridines are privileged aza-fused heterocyclic scaffolds possessing wide range of applications in medicinal chemistry, organometallics and material science. functionalized with aroyl group perceived for their therapeutic applications. However, inaccessibility this aroylated imidazo[1,2-a]pyridine by Friedel-Crafts reaction had left chemists an alternate three-steps long tiresome protocol as the only source. Hence, review we have discussed all rigorous efforts made last decade regioselective straightforward synthesis 3-aroyl 2-aroyl imidazo[1,2-a]pyridines from readily accessible precursors step-economic pathway. Most importantly, it draws our attention towards challenge aroylation at C-2 position imidazo[1,2-a]pyridines, three methods reported till date.

Language: Английский

Electrochemical Functionalization of Imidazopyridine and Indazole: An Overview DOI
Debashis Ghosh, Sumit Ghosh, Alakananda Hajra

et al.

Advanced Synthesis & Catalysis, Journal Year: 2021, Volume and Issue: 363(22), P. 5047 - 5071

Published: Oct. 1, 2021

Abstract Electrochemical synthesis offers a mild, simple, and efficient tool for the preparation of interesting useful molecules, thus eluding severe chemical oxidizing reducing agents used in conventional synthetic methods. In particular, electrochemical C−H activation is expected to play an important role direct functionalization heterocyclic compounds. Over past few decades, research interest imidazopyridine indazole has increased significantly due their multipurpose uses medicinal industrial chemistry. Therefore, structural modification these heterocycles using electro‐oxidation become one topics among organic chemistry recent time. This review provides comprehensive discussion indazoles imidazopyridines published so far. A summary current challenges future direction development green methods also presented. magnified image

Language: Английский

Citations

90

Recent advances in transition-metal-free C–H functionalization of imidazo[1,2-a]pyridines DOI Creative Commons
Linlin Shi, Tiantian Li, Guang‐Jian Mei

et al.

Green Synthesis and Catalysis, Journal Year: 2022, Volume and Issue: 3(3), P. 227 - 242

Published: March 19, 2022

Imidazo[1,2-a]pyridines are unique nitrogen-containing organic compounds with wide applications in pharmaceuticals, natural products, material science and organometallics. Due to their significant biological synthetic value, the construction of imidazo[1,2-a]pyridine scaffolds has been a highly intriguing research topic, substantial progress had made past decades. In this review, we aim summarize current advances direct C–H functionalization imidazo[1,2-a]pyridines under transition-metal-free conditions. For selected examples, focused on design catalytic cycle mechanism, as well representative outcomes applications.

Language: Английский

Citations

41

Recent advances in the photocatalytic synthesis of aldehydes DOI
Yi Wang, Xiaofei Liu, Wei‐Min He

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(16), P. 4198 - 4210

Published: Jan. 1, 2023

This review summarizes the recently developed photocatalytic strategies for installation of formyl group into various scaffolds.

Language: Английский

Citations

19

Synthesis and site selective C–H functionalization of imidazo-[1,2-a]pyridines DOI
Javeed Ahmad Tali, G. Ravi Kumar, Bhupesh Sharma

et al.

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(36), P. 7267 - 7289

Published: Jan. 1, 2023

Herein we disclose the synthesis and an overview of all functionalization reactions at each carbon atom, viz , C2, C3, C5, C6, C7 C8 imidazo[1,2- a ]pyridine.

Language: Английский

Citations

18

Recent advances in graphene oxide catalyzed organic transformations DOI
Fan Gao, Shouren Zhang, Qi‐Yan Lv

et al.

Chinese Chemical Letters, Journal Year: 2021, Volume and Issue: 33(5), P. 2354 - 2362

Published: Nov. 2, 2021

Language: Английский

Citations

33

Controlled and Site-Selective C–H/N–H Alkenylation, Dialkenylation, and Dehydrogenative β-Alkenylation of Various N-Heterocycles DOI
Yan Jin,

Suijie Zhong,

Chen Xu

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(7), P. 4840 - 4850

Published: March 19, 2024

Here, we report controlled and site-selective C–H alkenylation dialkenylation of indolizines pyrrolo[1,2-a]quinolines with β-alkoxyvinyl trifluoromethylketones under simple practical conditions. Moreover, this direct strategy can also be extended to imidazo[1,2-a]pyridines. Notably, without a transition metal external oxidant, efficient dehydrogenative β-alkenylation tertiary amines is presented.

Language: Английский

Citations

5

Recyclable Carbon Nitride Nanosheet‐Photocatalyzed Aminomethylation of Imidazo[1,2‐a]pyridines in Green Solvent DOI
Tao Shi, Yuting Liu, Shanshan Wang

et al.

Chinese Journal of Chemistry, Journal Year: 2021, Volume and Issue: 40(1), P. 97 - 103

Published: Oct. 5, 2021

Comprehensive Summary An efficient and eco‐friendly carbon nitride nanosheet (NM‐g‐C 3 N 4 )‐catalyzed decarboxylative coupling reaction of imidazo‐fused heterocycles ( i.e ., imidazo[1,2‐ a ]pyridines, benzo[ d ]imidazo[2,1‐ b ]thiazole) with ‐phenylglycines in dimethyl carbonate (DMC) has been developed. The toxic solvents, external oxidants, restricted conditions could be effectively avoided this powerful sustainable protocol. Remarkably, NM‐g‐C straightforwardly recovered by simple centrifugation recycled reused at least 7 times without an obvious decrease catalytic activity.

Language: Английский

Citations

32

Oxidation Potential-Guided Electrochemical Radical–Radical Cross-Coupling Approaches to 3-Sulfonylated Imidazopyridines and Indolizines DOI
Wansoo Kim, Hun Young Kim, Kyungsoo Oh

et al.

The Journal of Organic Chemistry, Journal Year: 2021, Volume and Issue: 86(22), P. 15973 - 15991

Published: June 29, 2021

Oxidation potential-guided electrochemical radical–radical cross-coupling reactions between N-heteroarenes and sodium sulfinates have been established. Thus, simple cyclic voltammetry measurement of substrates predicts the likelihood successful coupling reactions, allowing direct synthetic access to 3-sulfonylated imidazopyridines indolizines. The developed sulfonylated boast green nature that are oxidant- metal-free.

Language: Английский

Citations

30

Recent Developments in the Photochemical Synthesis of Functionalized Imidazopyridines DOI Creative Commons
Christine Tran, Abdallah Hamzé

Molecules, Journal Year: 2022, Volume and Issue: 27(11), P. 3461 - 3461

Published: May 27, 2022

Imidazopyridines constitute one of the most important scaffolds in medicinal chemistry, as their skeleton could be found a myriad biologically active molecules. Although numerous strategies were elaborated for imidazopyridine preparation 2010s, novel eco-compatible synthetic approaches have emerged, conscious climate change concerns. In this framework, photochemical methods been promoted to conceive heterocyclic motif over last decade. This review covers recently published works on synthesizing highly functionalized imidazopyridines by light induction.

Language: Английский

Citations

21

Copper (II) complex supported on magnetic nanoparticles as a novel nanocatalyst for the synthesis of imidazo[1,2-a]pyridines DOI
Shanshan Jiang

Molecular Diversity, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 25, 2024

Language: Английский

Citations

4