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 sulfonylation of imidazoheterocycles under batch and continuous flow conditions DOI

Elise Leclercq,

Maxime Boddaert,

Mathieu Beaucamp

et al.

Organic & Biomolecular Chemistry, Journal Year: 2021, Volume and Issue: 19(43), P. 9379 - 9385

Published: Jan. 1, 2021

An efficient and versatile protocol for the C-H sulfonylation of imidazoheterocycles via electrochemical activation was established under batch flow conditions. The selective bond functionalization proceeded catalyst- oxidant-free conditions tolerated a wide range functional groups. Various sodium sulfinates as well imidazo[1,2-a]-pyridines, -pyrimidine, -quinolines, -isoquinolines, imidazo[1,2-b]pyridazine, imidazo[2,1-b]thiazoles benzo[d]imidazo[1,2-b]thiazoles reacted successfully. Interestingly, significant acceleration higher yields were obtained microfluidic

Language: Английский

Citations

13
Switchable electrooxidativeN-methyl amines: access to C3-aminomethylated and C3-arylmethylated imidazo[1,2-a] pyridines DOI
Sifeng Li, Taimin Wang, Xingchen Li

et al.

Green Chemistry, Journal Year: 2022, Volume and Issue: 24(24), P. 9482 - 9488

Published: Jan. 1, 2022

Divergent coupling reactions of imidazo[1,2- a ]pyridines with N -methylanilines have been achieved in undivided cells under air and metal/oxidant-free oxidative electrochemical conditions.

Language: Английский

Citations

10
Metal- and additive-free direct C3-aminomethylation of imidazo[1,2–a]pyridines with 1,3,5-triazinanes DOI

Zongbo Feng,

Linhong Deng, Jianwei Wei

et al.

Tetrahedron Letters, Journal Year: 2022, Volume and Issue: 97, P. 153790 - 153790

Published: April 9, 2022

Language: Английский

Citations

9
Metal‐, Oxidant‐, and Additive‐Free Sulfenylation of Imidazo[1,2‐a]pyridines Using Sulfenamides and an I2 Catalyst DOI
Huijie Qiao, Kun Zhao,

Xilin Zhu

et al.

Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 12(8)

Published: July 14, 2023

Abstract A novel sulfenylation reagent (sulfenamide) was applied to establish a simple and efficient process convert C−H bond in imidazo[1,2‐ ]pyridine C−S bond. This only requires sulfenamides as the I 2 an inexpensive readily available catalyst, without using metal catalysts, oxidants, additives, or even light radiation. The proposed reaction features excellent reactivity, substrate compatibility, regioselectivity.

Language: Английский

Citations

4
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

Citations

7