Microwave-Assisted Synthesis of Five-Membered<i>O,N,N</i>-Heterocycles

Kaur, Navjeet

doi:10.1080/00397911.2013.798666

Cited by 46 publications

(4 citation statements)

References 49 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…It provides precise control over conditions of temperature and pressure as compared to conventional heating methods. In the case of a solvent-less or solvent-free reaction, the microwave energy is directly absorbed by the reactant molecules [45][46][47][48]. Microwave-assisted synthesis permitresearcher to synthesize drug molecules with high purity and to scale up the experiments reliably from milligrams to larger quantities without altering the reaction conditions.…”

Section: Microwave-assisted Synthesis Of Biologically Active Oxadiazolesmentioning

confidence: 99%

See 1 more Smart Citation

Green Synthetic Approach: An Efficient Eco-Friendly Tool for Synthesis of Biologically Active Oxadiazole Derivatives

et al. 2021

View full text Add to dashboard Cite

Green synthetic protocol refers to the development of processes for the sustainable production of chemicals and materials. For the synthesis of various biologically active compounds, energy-efficient and environmentally benign processes are applied, such as microwave irradiation technology, ultrasound-mediated synthesis, photo-catalysis (ultraviolet, visible and infrared irradiation), molecular sieving, grinding and milling techniques, etc. Thesemethods are considered sustainable technology and become valuable green protocol to synthesize new drug molecules as theyprovidenumerous benefits over conventional synthetic methods.Based on this concept, oxadiazole derivatives are synthesized under microwave irradiation technique to reduce the formation of byproduct so that the product yield can be increased quantitatively in less reaction time. Hence, the synthesis of drug molecules under microwave irradiation follows a green chemistry approach that employs a set of principles to minimize or remove the utilization and production of hazardous toxic materials during the design, manufacture and application of chemical substances.This approach plays a major role in controlling environmental pollution by utilizing safer solvents, catalysts, suitable reaction conditions and thereby increases the atom economy and energy efficiency. Oxadiazole is a five-membered heterocyclic compound that possesses one oxygen and two nitrogen atoms in the ring system.Oxadiazole moiety is drawing considerable interest for the development of new drug candidates with potential therapeutic activities including antibacterial, antifungal, antiviral, anticonvulsant, anticancer, antimalarial, antitubercular, anti-asthmatic, antidepressant, antidiabetic, antioxidant, antiparkinsonian, analgesic and antiinflammatory, etc. This review focuses on different synthetic approaches of oxadiazole derivatives under microwave heating method and study of their various biological activities.

show abstract

Section: Microwave-assisted Synthesis Of Biologically Active Oxadiazolesmentioning

confidence: 99%

Section: Microwave-assisted Synthesis Of Biologically Active Oxadiazolesmentioning

confidence: 99%

Green Synthetic Approach: An Efficient Eco-Friendly Tool for Synthesis of Biologically Active Oxadiazole Derivatives

et al. 2021

View full text Add to dashboard Cite

show abstract

“…Heterocycles are a very important class of compounds and make up more than half of all known organic chemicals [ 1 ]. Among them, heterocyclic amines, particularly pyrrolidine and piperidine derivatives, have attracted considerable attention because these are important structural motifs in a wide variety of applications including pharmaceuticals, natural products, and biologically active compounds such as pergolide, scopolamine, morphine, nicotine, hygrine, and procyclidine ( Figure 1 ) [ 2 – 4 ]. Therefore, a considerable number of synthetic approaches to pyrrolidines and piperidines have been investigated [ 5 – 13 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of piperidine and pyrrolidine derivatives by electroreductive cyclization of imine with terminal dihaloalkanes in a flow microreactor

Naito¹,

Shida²,

Atobe³

2022

Beilstein J. Org. Chem.

View full text Add to dashboard Cite

We have successfully synthesized piperidine and pyrrolidine derivatives by electroreductive cyclization using readily available imine and terminal dihaloalkanes in a flow microreactor. Reduction of the substrate imine on the cathode proceeded efficiently due to the large specific surface area of the microreactor. This method provided target compounds in good yields compared to a conventional batch-type reaction. Furthermore, piperidine and pyrrolidine derivatives could be obtained on preparative scale by continuous electrolysis for approximately 1 hour.

show abstract

“…Secondary to that, the amidoximes are coupled with the acylating agents to form oxadiazole ring. [25][26][27] In this work, oxadiazoles 5-19 ( Fig. 3) are prepared as the following, thiophene-3-carbonitriles 3a-c are reacted with hydroxylamine hydrochloride using cesium carbonate as a catalyst instead of potassium carbonate, (unstable in microwave (M.W.)…”

mentioning

confidence: 99%

Design, Synthesis, and Screening of 5-Aryl-3-(2-(pyrrolyl)thiophenyl)-1,2,4-oxadiazoles as Potential Antitumor Molecules on Breast Cancer MCF-7 Cell Line

Hameid

2018

CHEMICAL & PHARMACEUTICAL BULLETIN

View full text Add to dashboard Cite

The work reported the design and cytotoxic screening of synthetic small molecules: carbonitriles 3a-c, carboximidamides 4a-c, and oxadiazoles 5-19 as antitumor molecules. Molecules 4c, 9, 12, and 14 show promising cytotoxicity profiles against two cell lines higher than prodigiosin (PG). The results of topoisomerase enzyme inhibition assay show that carboximidamide 4c and oxadiazole 14 display potent inhibitory activity in nano-molar concentration higher than PG. In addition, carboximidamide 4c and oxadiazoles 9, 12, and 14 exhibit antiproliferative activities over MCF-7 cells by cell cycle arrest at G 1 phase and apoptosis inducing activity by increasing cell population percentages at pre G 1 and G 2 /M phases as shown by DNA-flow cytometry assay and annexin V analysis. Moreover, measurement of p53 and cell death mediators, show that carboximidamide 4c and oxadiazoles 9, 12, and 14 significantly up-regulate p53, Puma and Bax/Bcl-2 ratio levels. Subsequently, pro-apoptotic activities are confirmed by active caspase 3/7 percentages green fluorescence assay.

show abstract

Microwave-Assisted Synthesis of Five-MemberedO,N,N-Heterocycles

Cited by 46 publications

References 49 publications

Green Synthetic Approach: An Efficient Eco-Friendly Tool for Synthesis of Biologically Active Oxadiazole Derivatives

Green Synthetic Approach: An Efficient Eco-Friendly Tool for Synthesis of Biologically Active Oxadiazole Derivatives

Synthesis of piperidine and pyrrolidine derivatives by electroreductive cyclization of imine with terminal dihaloalkanes in a flow microreactor

Design, Synthesis, and Screening of 5-Aryl-3-(2-(pyrrolyl)thiophenyl)-1,2,4-oxadiazoles as Potential Antitumor Molecules on Breast Cancer MCF-7 Cell Line

Contact Info

Product

Resources

About