Efficient and green microwave-assisted one-pot synthesis of azaindolizines in PEG-400 and water

Wagare, Devendra S.; Farooqui, Mazahar; Keche, Tushar D.; Durrani, Ayesha

doi:10.1080/00397911.2016.1223314

Cited by 18 publications

(4 citation statements)

References 35 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Microwave irradiation has emerged as a powerful and well‐controlled heating source for various organic reactions due to its reduced reaction times and enhanced yields [181] . Wagare et al [182] . in 2016 reported a one‐pot, eco‐friendly microwave‐assisted synthesis of 2‐phenylimidazo[1,2‐ a ]pyridines 238 from cyclocondensation of in‐situ generated α ‐bromo acetophenones B and 2‐aminopyridine derivatives 235 in polyethylene glycol (PEG‐400) and water (1 : 2) in moderate to high yields.…”

Section: Development Of Various Methods Towards the Synthesis Of Imid...mentioning

confidence: 99%

“…[180] Payra et al [180] Microwave irradiation has emerged as a powerful and wellcontrolled heating source for various organic reactions due to its reduced reaction times and enhanced yields. [181] Wagare et al [182] in 2016 reported a one-pot, eco-friendly microwaveassisted synthesis of 2-phenylimidazo Microwave-assisted organic reactions using dry media have achieved greater attention due to advantages such as simplicity in operation, greater selectivity and rapid synthesis of a variety of heterocyclic compounds. [183] Kong et al [184] in 2016 described a highly efficient, solvent and catalyst-free method for the synthesis of a series of imidazo[1,2-a]pyridine derivatives 242 by the condensation of 2-aminopyridine derivatives 240 and αbromoketones 241 under microwave irradiation in good to excellent yields (Scheme 70).…”

Section: Microwave-assisted Reactionsmentioning

confidence: 99%

See 1 more Smart Citation

Recent Advances in the Synthesis of Imidazo[1,2‐a]pyridines: A Brief Review

et al. 2022

View full text Add to dashboard Cite

This review focuses on providing comprehensive highlights of the recent synthetic pathways of imidazo[1,2‐a]pyridines, assisted through transition metal‐catalyzed reactions, multi‐component reactions, cyclization, condensation, microwave‐assisted reactions, heteroannular and photocatalytic reactions. Among the heterocyclic groups, imidazo[1,2‐a]pyridines are considered as privileged structures because of their occurrence in many natural products. In this review, we have summarized the recent advances in the synthesis of imidazo[1,2‐a]pyridines from 2016 to 2021 from various substrates. This review will provide new initiatives to the chemists towards the synthesis of imidazo[1,2‐a]pyridines and all frequent challenges associated with the reported methods.

show abstract

Section: Development Of Various Methods Towards the Synthesis Of Imid...mentioning

confidence: 99%

Section: Microwave-assisted Reactionsmentioning

confidence: 99%

Recent Advances in the Synthesis of Imidazo[1,2‐a]pyridines: A Brief Review

et al. 2022

View full text Add to dashboard Cite

show abstract

“…Here, 2-Arylimidazo[1,2-a]pyridines were obtained in a brief time frame through microwave irradiation with moderate to excellent yields (Table 6). Wagare et al [57] developed a useful protocol for the synthesis of 2-phenylimidazo[1,2a]pyridines 29 from cyclo-condensation of in situ-generated α-bromoacetophenones and 2-aminopyridines in PEG-400 and water (1:2), under microwave irradiation (Scheme 18). The procedure provided a better alternative to the current method as it avoided the use of lachrymatric α-haloketones as well as volatile toxic organic solvents, and it cut down the reaction time to obtain imidazo[1,2-a]pyridines in a relatively high yield.…”

Section: Microwave-assisted Synthesis Of Imidazo[12-a]pyridine Deriva...mentioning

confidence: 99%

The Application of Microwaves, Ultrasounds, and Their Combination in the Synthesis of Nitrogen-Containing Bicyclic Heterocycles

Frecentese

Sodano

Corvino

et al. 2023

IJMS

View full text Add to dashboard Cite

The use of alternative energy sources, such as microwaves (MW) or ultrasounds (US), and their mutual cross-combination have been widely described in the literature in the development of new synthetic methodologies in organic and medicinal chemistry. In this review, our attention is focused on representative examples, reported in the literature in the year range 2013–2023 of selected N-containing bicyclic heterocycles, with the aim to highlight the advantages of microwave- and ultrasound-assisted organic synthesis.

show abstract

“…Researchers have developed a novel, convenient, environmentally friendly one-pot synthesis of imidazo[1,2-a]pyridines (Figure 13) using 2-aminopyridines and in-situ generated phenacyl bromides under microwave irradiation in polyethylene glycol (PEG-400) and water (1:2) [27]. This protocol is a better alternative to the existing method as it involves use of in-situ-generated α-bromoacetophenones, utilization of lachrymatric α-haloketones and volatile toxic organic solvents is avoided.…”

Section: Microwave Irradiationmentioning

confidence: 99%

Greener Approach towards the Synthesis of Nitrogen Based Heterocycles

Dinodia

2023

Strategies for the Synthesis of Heterocycles and Their Applications

View full text Add to dashboard Cite

The preferable application of green chemistry in research is to utilize environment benign, mild, non toxic, reproducible catalyst and efficient solvents in synthesis of molecules. Use of green chemistry techniques had enabled in dramatically reducing chemical waste and reaction times as has recently been reported in several organic syntheses reactions. Greener routes are required in the synthesis of N-heterocycles, due to the remarkable importance of these compounds in medicinal chemistry. This chapter is dedicated to the synthesis of N containing heterocyclic compounds using eco-friendly solvent like water and bio-derived solvents (glycerol, ethyl lactate, and gluconic acid aqueous solution). Water and bio-based solvents for the synthesis of aromatic nitrogen heterocycles was chosen due to the negligible toxicity associated with these solvents. Apart from being eco-friendly, water also has the potential to become a universally acceptable solvent due to its abundance and low cost. Work on microwave synthesis is also reported as it is an eco-friendly and faster process for the synthesis of these N-based heterocyclic compounds. Due to its rapid action to produce products with greater purity and yield, it is now being used worldwide.

show abstract

Efficient and green microwave-assisted one-pot synthesis of azaindolizines in PEG-400 and water

Cited by 18 publications

References 35 publications

Recent Advances in the Synthesis of Imidazo[1,2‐a]pyridines: A Brief Review

Recent Advances in the Synthesis of Imidazo[1,2‐a]pyridines: A Brief Review

The Application of Microwaves, Ultrasounds, and Their Combination in the Synthesis of Nitrogen-Containing Bicyclic Heterocycles

Greener Approach towards the Synthesis of Nitrogen Based Heterocycles

Contact Info

Product

Resources

About