The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(19), P. 14496 - 14504
Published: Sept. 16, 2024
Herein, we disclose an electrochemical approach for the C(sp
Language: Английский
The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(19), P. 14496 - 14504
Published: Sept. 16, 2024
Herein, we disclose an electrochemical approach for the C(sp
Language: Английский
ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(1)
Published: Jan. 2, 2024
Abstract A mild Oxone® mediated reaction for direct regioselective C−H selenylation and thiocyanation of pyrazolo[1,5‐ a ]pyrimidines is established at ambient temperature. This practical efficient methodology employs as user friendly, green, non‐toxic cheap reagent to facilitate room The present method offers high regioselectivity, broad substrate scope, conditions excellent yields. Further, this eco‐friendly approach could easily be extended other heterocycles. Mechanistic studies indicate that the occurs through electrophilic substitution mechanism via generation an chalcogen species.
Language: Английский
Citations
3ACS Applied Bio Materials, Journal Year: 2025, Volume and Issue: unknown
Published: March 19, 2025
The increasing resistance of bacteria to antibiotics has become a serious threat existing options for treating bacterial infections. We have developed synthetic methodology 3-sulfenyl pyrazolo[1,5-a]pyrimidines with potent antibacterial activity. This iodine-catalyzed strategy been by employing amino pyrazoles, enaminones/chalcones, and thiophenols through intermolecular cyclization subsequent cross-dehydrogenative sulfenylation. highly regioselective practicable protocol utilized synthesize structurally diverse wide functionalities. is also extendable toward the synthesis bis(pyrazolo[1,5-a]pyrimidin-3-yl)sulfanes from pyrazole, enaminones/chalcone, KSCN pyrazolo[1,5-a]pyrimidine direct acetophenone. Mechanistic investigation disclosed radical pathway C-H sulfenylation involvement 3-iodo as active intermediate. biological activity sulfenyl against Pseudomonas aeruginosa Staphylococcus aureus, whereas sulfinyl no such Sulfenyl mechanistically inhibited growth accumulation ROS well induction in lipid peroxidation. Subsequently, circumstances changed membrane potential facilitated interaction membrane-associated proteins, leading loss integrity damage cell membranes. Moreover, these derivatives potentiated efficacy commercial antibiotic ciprofloxacin selected strains can be considered an alternative therapy
Language: Английский
Citations
0Chemistry - An Asian Journal, Journal Year: 2025, Volume and Issue: unknown
Published: May 29, 2025
Abstract A solvent‐controlled synthesis process has been developed for the preparation of a wide spectrum functional 2‐aryl‐aryloselenazoles. Investigation on reactive intermediates through theoretical studies helped establish possible mechanism present approach. Interestingly, current strategy allows star‐shaped benzoselenazoles, which are generally synthesized following multistep processes. Careful choice starting substrates led to organoselenium variants some metal‐coordinating ligands having structural similarities with several known in area coordination chemistry. The approach was explored further gram‐scale 2‐phenyl‐benzoselenazole. Moreover, impact aspects particularly remote functionalization altering chalcogen bonding interactions (CBIs) at molecular level solid‐state demonstrated. This established by studying crystal structures few
Language: Английский
Citations
0Published: April 9, 2024
In this report, we disclose an electrochemical approach for the C(sp2)-H chalcogenation of pyrazolo[1,5-a]pyrimidines at room temperature via radical cross-coupling reaction. The reaction takes place within undivided cell employing graphite electrodes, with TBABF4 acting as supporting electrolyte. This technique offers a rapid, oxidant-free, and environmentally conscious protocol achieving regioselective specifically C3 position pyrazolo[1,5-a]pyrimidines. Furthermore, procedure uses only 0.5 equivalents diaryl chalcogenides which underscores atom economy protocol. Key attributes methodology include mild conditions, short time, utilization cost-effective electrode materials, reliable achievement yields ranging from good to excellent friendly conditions. Cyclic voltammetry studies quenching experiments suggest pathway mechanism.
Language: Английский
Citations
2Tetrahedron, Journal Year: 2023, Volume and Issue: 148, P. 133667 - 133667
Published: Sept. 26, 2023
Language: Английский
Citations
5The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(19), P. 14496 - 14504
Published: Sept. 16, 2024
Herein, we disclose an electrochemical approach for the C(sp
Language: Английский
Citations
1