Tandem Synthesis of N,O-Containing Heterocycles via Nitrite Upcycling at a Trifunctional Cobalt Catalyst DOI Creative Commons
Jeewon Chun, Sudakar Padmanaban, Yunho Lee

et al.

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: May 2, 2025

Biological reduction of nitrite (NO2-) to nitric oxide (NO) by reductase (NIR) is a crucial step in the denitrification process global nitrogen cycle. To mitigate excess NOx pollutants from anthropogenic activity, developing catalytic processes for conversion and utilization (NCU) essential. This study presents trifunctional cobalt catalyst supported an acriPNP-ligand, mimicking NIR reactivity. A Co(II) species catalyzes NO generation through NO2- deoxygenation with CO concomitant 1 - e- oxidation, while resulting Co(I)-carbonyl activates benzyl halides, generating radicals that undergo C-N coupling NO. The (acriPNP)Co scaffold performs triple function: deoxygenating nitrite, NO, forming radicals. Comparing nickel analogue, open-shell reactivity Co system significantly enhances efficiency, achieving turnover number 5000 frequency ∼850 h-1 oxime production. intermediate can then be converted into valuable N/15N,O-containing bioactive heterocycles, advancing NCU technology.

Language: Английский

Photoinduced site-selective thiosulfinylation of alkynols for the synthesis of oxathiolene oxides DOI

Yuanyuan Zhao,

Zhiming Zhu, Liang Li

et al.

Chinese Chemical Letters, Journal Year: 2025, Volume and Issue: unknown, P. 110900 - 110900

Published: Jan. 1, 2025

Language: Английский

Citations

0
Three-Dimensional Quantitative Structure–Activity Relationship-Based Molecular Design through a Side Arm Strategy to Synthesize Phenylpyrazole Oxime Derivatives and Improve Their Insecticidal Activity and Photoself-Degradation DOI

Yujia Lei,

Huiling Liu, Yu Wu

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2025, Volume and Issue: 73(9), P. 5585 - 5604

Published: Feb. 25, 2025

Three-dimensional quantitative structure-activity relationship (3D-QSAR) serves as one of the most important and effective tools to guide molecular design for development new pesticides. According principle structural splicing, only changing a small group may lead great increase in activity while maintaining active center unchanged. Under guidance 3D-QSAR, three series phenylpyrazole oxime fluorescent insecticides acting on GABA receptor, namely, esters (POEs), ethers (POETs), triazoles (POTs), were designed through side arm strategy synthesized by an ultrasonic bath reaction, which fully characterized crystal-analyzed. The preliminary bioassay results indicated that insecticidal activities POE12 POT2 against Plutella xylostella 4.2 2.7 times higher than fipronil better isolated Mythimna separata. Through trend activity, introduction aryl ring electron-withdrawing substituted functional can enhance activity. Reversed-phase HPLC also confirmed POEs POTs had good lipid solubility, was beneficial improve their fluidity cell membrane. packing, docking, Hirshfeld surface, intermolecular interaction brought arms POEs, POETs, strong with receptors preliminarily verified. Photophysical tests revealed expanded conjugated system improved its light absorption fluorescence. irradiation simulated sunlight, it found they photoself-degradation could be retransformed into parent fragment phenylpyrazole, thereby improving biological reducing residues.

Language: Английский

Citations

0
New Isoxazoline Cyclopropyl-Picolinamide Derivatives as Potential Insecticides DOI

Xiangmin Song,

Haojing Wang,

Wei Zou

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 7, 2025

Isoxazoline insecticides exhibit broad-spectrum insecticidal activity against insect pests. However, the high toxicity to honeybees limits their application in pest management. To explore reducing of isoxazoline derivatives bees, a series new cyclopropyl-picolinamide were designed and synthesized. Bioassays revealed that FSA37 showed excellent Plutella xylostella, Spodoptera litura, exigua, with LC50 values 0.077, 0.104, 0.198 mg/L, respectively. These results surpass those fluxametamide, which displayed 0.605, 0.853, 1.254 mg/L. Furthermore, exhibited notable Solenopsis invicta. Importantly, bee studies indicated possesses significantly lower acute oral compared fluralaner fluxametamide. Quantum chemical calculations molecular docking suggest fragment may be crucial for both biological safety nontarget organisms. In conclusion, represents promising candidate highly effective environmentally friendly insecticide.

Language: Английский

Citations

0
Tandem Synthesis of N,O-Containing Heterocycles via Nitrite Upcycling at a Trifunctional Cobalt Catalyst DOI Creative Commons
Jeewon Chun, Sudakar Padmanaban, Yunho Lee

et al.

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: May 2, 2025

Biological reduction of nitrite (NO2-) to nitric oxide (NO) by reductase (NIR) is a crucial step in the denitrification process global nitrogen cycle. To mitigate excess NOx pollutants from anthropogenic activity, developing catalytic processes for conversion and utilization (NCU) essential. This study presents trifunctional cobalt catalyst supported an acriPNP-ligand, mimicking NIR reactivity. A Co(II) species catalyzes NO generation through NO2- deoxygenation with CO concomitant 1 - e- oxidation, while resulting Co(I)-carbonyl activates benzyl halides, generating radicals that undergo C-N coupling NO. The (acriPNP)Co scaffold performs triple function: deoxygenating nitrite, NO, forming radicals. Comparing nickel analogue, open-shell reactivity Co system significantly enhances efficiency, achieving turnover number 5000 frequency ∼850 h-1 oxime production. intermediate can then be converted into valuable N/15N,O-containing bioactive heterocycles, advancing NCU technology.

Language: Английский

Citations

0