Redox-neutral and metal-free synthesis of 3-(arylmethyl)chroman-4-ones via visible-light-driven alkene acylarylation DOI Creative Commons
Yan Ding,

Shengjiao Yu,

Man Ren

и другие.

Frontiers in Chemistry, Год журнала: 2022, Номер 10

Опубликована: Окт. 31, 2022

A metal- and aldehyde-free visible-light-driven photoredox-neutral alkene acylarylation with readily available cyanoarenes is described. variety of 3-(arylmethyl)chroman-4-ones (i.e., homoisoflavonoids) analogs are efficiently synthesized good functional group tolerance. This mild protocol relies on a phosphoranyl radical-mediated acyl radical-initiated cyclization selective radical-radical coupling sequence, also further highlighted by subsequent derivatization to chromone 2H-chromene as well its application in the three-component acylarylation.

Язык: Английский

Photosynthesis of 3-Alkylated Coumarins from Carboxylic Acids Catalyzed by a Na2S-Based Electron Donor–Acceptor Complex DOI

Hai‐Yang Song,

Meiyi Liu,

Jing Huang

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(4), С. 2288 - 2295

Опубликована: Фев. 4, 2023

A simple and practical electron donor-acceptor (EDA) strategy to synthesize various 3-alkylated coumarins from easily available naturally abundant carboxylic acids under photocatalyst-, oxidant-, additive-free mild conditions is reported. Using Na2S as the catalytic donor, a series of primary, secondary, tertiary carbon radicals can be efficiently generated, EDA complex regenerated without an alkaline additive.

Язык: Английский

Процитировано

31

Substituent-Controlled Regioselective Photoinduced Cyclization of N-Allylbenzamides with N-Sulfonylaminopyridinium Salts DOI
Changduo Pan,

Zixian Yang,

Xian Wu

и другие.

Organic Letters, Год журнала: 2023, Номер 25(3), С. 494 - 499

Опубликована: Янв. 12, 2023

The annulation reactions of N-allylbenzamides with N-sulfonylaminopyridinium salts were developed under metal-free photoinduced mild conditions. Substituent-controlled sulfonaminoarylation and sulfonaminooxylation benzamides realized: lead to benzosultams, while N-(2-phenylallyl)benzamides give sulfonamidylated oxazoline derivatives. Control experiments indicated that those undergo a radical pathway arylsulfonamidyl radicals as the intermediates. aryl C–H bond functionalization in was involved for first time benzosultams.

Язык: Английский

Процитировано

24

Selective Electrochemical Modification and Degradation of Polymers DOI
Rhys W. Hughes, J. Márquez, James B. Young

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(20)

Опубликована: Фев. 28, 2024

Abstract We demonstrate that electrochemical‐induced decarboxylation enables reliable post‐polymerization modification and degradation of polymers. Polymers containing N ‐(acryloxy)phthalimides were subjected to electrochemical under mild conditions, which led the formation transient alkyl radicals. By installing these redox‐active units, we systematically modified pendent groups chain ends polyacrylates. This approach enabled production poly(ethylene‐ co ‐methyl acrylate) poly(propylene‐ copolymers, are difficult synthesize by direct polymerization. Spectroscopic chromatographic techniques reveal transformations near‐quantitative on several polymer systems. Electrochemical also all‐methacrylate poly( ‐(methacryloxy)phthalimide‐ methacrylate) copolymers with a efficiency >95 %. Chain cleavage is achieved through ‐hydroxyphthalimide ester subsequent β‐scission backbone radical. Electrochemistry thus shown be powerful tool in selective controlled macromolecular degradation.

Язык: Английский

Процитировано

14

Self-assembled nanodrug based on ferroptosis inducer and sonosensitizer for enhanced sonodynamic-triggered multimodal synergistic therapy of prostate cancer DOI
Yushuai Wu, Ruirui Zhao, Xiao Wu

и другие.

European Journal of Pharmaceutics and Biopharmaceutics, Год журнала: 2025, Номер 208, С. 114656 - 114656

Опубликована: Фев. 3, 2025

Язык: Английский

Процитировано

1

Advances in the Application of Acetonitrile in Organic Synthesis since 2018 DOI Open Access
Pinyong Zhong, Linjun Zhang, Nianhua Luo

и другие.

Catalysts, Год журнала: 2023, Номер 13(4), С. 761 - 761

Опубликована: Апрель 16, 2023

Acetonitrile is commonly used as an organic solvent and can also be important intermediate in synthesis. Its widespread use has led to the development of new methods for synthesis a variety compounds. In past decades, conversion reactions acetonitrile building block have become one most-attractive fields Especially field electrochemical conversions involving acetonitrile, due its good conductivity environmentally friendly features, it powerful compelling tool afford nitrogen-containing compounds or nitrile-containing this review, we mainly discuss research progress five years, covering both conventional Besides, detailed discussion substrate scope mechanistic pathways provided.

Язык: Английский

Процитировано

21

The Interaction Mechanism of Picolinamide Fungicide Targeting on the Cytochrome bc1 Complex and Its Structural Modification DOI
Ying Dong, Bo Li,

Mao-Xue Yin

и другие.

Journal of Agricultural and Food Chemistry, Год журнала: 2024, Номер 72(7), С. 3755 - 3762

Опубликована: Фев. 12, 2024

Picolinamide fungicides, structurally related to UK-2A and antimycin-A, bind into the Qi-site in bc1 complex. However, detailed binding mode of picolinamide fungicides remains unknown. In present study, antimycin-A were selected study inhibitors with four protonation states by integrating molecular dynamics simulation, docking, mechanics Generalized Born surface area (MM/GBSA) calculations. Subsequently, a series new derivatives designed synthesized further understand effects substituents on tail phenyl ring. The computational results indicated that substituted aromatic rings pharmacophore fragments made primary contribution when bound protein. Compound 9g-hydrolysis formed H-bonds Hie201 Ash228 showed an IC50 value 6.05 ± 0.24 μM against porcine 9c, simpler chemical structure, higher control than florylpicoxamid cucumber downy mildew expanded fungicidal spectrum fungicides. structural mechanistic insights obtained from will provide valuable clue for future designing promising inhibitors.

Язык: Английский

Процитировано

5

Structure-Based Discovery of New Succinate Dehydrogenase Inhibitors via Scaffold Hopping Strategy DOI

Yuan-Hui Huang,

Ge Wei,

Wenjie Wang

и другие.

Journal of Agricultural and Food Chemistry, Год журнала: 2023, Номер 71(47), С. 18292 - 18300

Опубликована: Сен. 22, 2023

Scaffold hopping strategy has become one of the most successful methods in process molecular design. Seeking to develop novel succinate dehydrogenase inhibitors (SDHIs), we employed a scaffold design compounds featuring geminate dichloralkenes (gem-dichloralkenes) fragment. After stepwise modifications, series N-cyclopropyl-dichloralkenes-pyrazole-carboxamide derivatives was synthesized. Among them, G28 (IC50 = 26.00 nM) and G40 27.00 were identified as best inhibitory activity against porcine SDH, with IC50 values reaching nanomolar range, outperforming lead compound pydiflumetofen. Additionally, greenhouse assay indicated that G37 (EC90 0.031 mg/L) G34 1.67 displayed extremely high activities wheat powdery mildew (WPM) cucumber (CPM), respectively. Computational results further revealed gem-dichloralkene fragment fluorine substituted pyrazole form an extra hydrophobic interaction dipolar-dipolar SDH. In summary, our study provides outstanding fungicidal properties, obtained through hopping, holds great potential for future research on PM control.

Язык: Английский

Процитировано

13

Photoredox-Catalyzed Redox-Neutral Decarboxylative C–H Acylations of Coumarins with α-Keto Acid DOI
Bin Sun, Yingying Wang, Jia‐Yin Wang

и другие.

Organic Letters, Год журнала: 2023, Номер 25(14), С. 2466 - 2470

Опубликована: Март 31, 2023

A novel and green photocatalytic strategy for the synthesis of C-4-acylated coumarins with α-keto acids 3-nitrocoumarin has been developed. This operationally simple protocol works under mild reaction conditions, providing convenient access to 4-acyl coumarin derivatives. The control experimental results showed that nitro radical produced by cleavage C-N bond acts as an electron acceptor complete cycle, achieving a redox-neutral reaction.

Язык: Английский

Процитировано

11

Efficient Synthesis of Nitrile Compounds through Amide Conversion via N-Boroamide Intermediates DOI
Yang Li, Yanan Dong, Yuehui Li

и другие.

Chinese Journal of Organic Chemistry, Год журнала: 2024, Номер 44(2), С. 638 - 638

Опубликована: Янв. 1, 2024

Язык: Английский

Процитировано

2

Photoredox-Catalyzed Tandem Radical Cyclization/Hydroxylation for the Synthesis of 4-Hydroxyalkyl-3,3-difluoro-γ-lactams DOI
Bin Sun,

Xiaohui Zhuang,

Jieli Yin

и другие.

The Journal of Organic Chemistry, Год журнала: 2022, Номер 87(21), С. 14177 - 14185

Опубликована: Сен. 29, 2022

The photoredox-catalyzed radical difluoroalkylation/cyclization/hydroxylation cascade reaction of various 2-bromo-2,2-difluoro-N-arylacetamides containing unactivated alkene moieties has been developed, providing green and efficient access to 4-hydroxyalkyl-3,3-difluoro-γ-lactams. Control experiments confirmed a process, inexpensive air acted as the sole hydroxy resource. In addition, highlights this protocol include good tolerance for variety functional groups, lower photocatalyst loading, ease operation.

Язык: Английский

Процитировано

11