Latest updates in ElectroPhotoChemical reactions DOI Creative Commons
Fabrizio Medici,

Valerio Chiroli,

Laura Raimondi

и другие.

Tetrahedron Chem, Год журнала: 2023, Номер 9, С. 100061 - 100061

Опубликована: Дек. 25, 2023

In the last twenty years, electrochemistry and photochemistry have attracted a renewed still uprising interest in organic synthesis. Two of most simple abundant reagents, electrons photons, became key players synthetic chemistry as cornerstones developing greener sustainable chemical processes. An interesting strategy that recently emerged is possibility merging two worlds what called ElectroPhotoChemistry (EPC). particular, this review will focus on recent contributions field. The basic principles EPC be presented along with discussion published works few years. Electrophotochemical oxidation/reduction reactions discussed, including section transformations C–H bond to C-X (X: heteroatom). activation chapter formation C–C bond, starting from considered. Finally, miscellaneous includes examples which do not clearly belong previous categories.

Язык: Английский

Electrophotocatalytic Reductive 1,2‐Diarylationof Alkenes with Aryl Halides and Cyanoaromatics DOI

Liang Zeng,

Jing‐Hao Qin,

Gui‐Fen Lv

и другие.

Chinese Journal of Chemistry, Год журнала: 2023, Номер 41(16), С. 1921 - 1930

Опубликована: Апрель 7, 2023

Comprehensive Summary The radical‐mediated reductive functionalization of aryl halides has been extensively studied. However, the related intermolecular 1,2‐diarylation alkenes, using as radical sources, remains unexplored. Herein, a new electrophotocatalytic alkenes is reported and cyanoaromatics to produce polyarylated alkanes. Using synergistic cathodic reduction visible‐light photoredox catalysis, various electron‐rich electron‐deficient are combined with characterize broad substrate scope, excellent functional group compatibility, selectivity this reaction. Mechanistic investigations reveal that reaction may proceed via process initiated by generation radicals from terminated radical‐radical coupling cyanoaromatic anions.

Язык: Английский

Процитировано

36

Generation and Application of Aryl Radicals Under Photoinduced Conditions DOI
Anupam Das, K. R. Justin Thomas

Chemistry - A European Journal, Год журнала: 2024, Номер 30(31)

Опубликована: Март 28, 2024

Abstract Photoinduced aryl radical generation is a powerful strategy in organic synthesis that facilitates the formation of diverse carbon‐carbon and carbon‐heteroatom bonds. The synthetic applications photoinduced complex compounds, including natural products, physiologically significant molecules, functional materials, have received immense attention. An overview current developments production methods their uses given this article. A generalized idea how to choose reagents approach for radicals described, along with techniques associated mechanistic insights. Overall, article offers critical assessment results as well selection reaction parameters specific context cascades, cross‐coupling reactions, functionalization, selective C−H functionalization substrates.

Язык: Английский

Процитировано

16

Visible Light Induced Photocatalyst‐Free C−X (X=B, C, O, P,S, Se) Bond Formation of Aryl Halides DOI
Jitender Singh, Nihal Singh, Anuj Sharma

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(8), С. 1719 - 1737

Опубликована: Фев. 29, 2024

Abstract Aryl halides are one of the most important chemical feedstocks in pharmaceuticals due to its easy accessibility, inexpensiveness, and widely utilized as aryl radical precursors organic synthetic chemistry. Conventionally, stoichiometric reagents such AIBN/n‐Bu 3 SnH were used for generation from halides, suffered requirement toxic initiators, high temperature thus, development simple, mild strategies highly desirable. Recently, visible light mediated received considerable attention, allowing under reaction conditions. The present review described recent breakthroughs advancements photocatalyst‐free C−B/C/O/P/Se/S bond formation halides.

Язык: Английский

Процитировано

15

The Strategies towards Electrochemical Generation of Aryl Radicals DOI
Xiaobao Zeng

Chemistry - A European Journal, Год журнала: 2024, Номер unknown

Опубликована: Июль 16, 2024

The advancement in electrochemical techniques has unlocked a new path for achieving unprecedented oxidations and reductions of aryl radical precursors controlled selective manner. This approach facilitates the construction aromatic carbon-carbon carbon-heteroatom bonds. In light green merits growing importance this technique chemistry, review aims to provide an overview recent advance generation radicals organized by precursor type, with focus on substrate scope, limitation, underlying mechanism, thereby inspiring future work generation.

Язык: Английский

Процитировано

11

Recyclable Mesoporous Graphitic Carbon Nitride Catalysts for the Sustainable Photoredox Catalyzed Synthesis of Carbonyl Compounds DOI
Kathiravan Murugesan, Arunachalam Sagadevan, Peng Lu

и другие.

ACS Catalysis, Год журнала: 2023, Номер 13(20), С. 13414 - 13422

Опубликована: Окт. 3, 2023

The conversion of feedstock materials into useful chemical compounds through feasible processes is highly sought after from both industrial and environmental perspectives. In this study, we developed a simple scalable protocol for synthesizing aldehydes, ketones, amides abundant raw materials, such as alkanes, alkenes, carboxylic acids. Using photoactive mesoporous graphitic carbon nitride catalyst (mpg-CN) molecular oxygen, successfully transformed over 60 substrates in good yield selectivity. This method suitable the late-stage modification existing drug molecules their corresponding carbonyl derivatives can provide direct access to intermediates or oxidative decomposition degradation products important understanding biological pathways development. Additionally, our applicable large-scale preparation, mpg-CN be recycled without significant loss catalytic activity Comprehensive experiments, including labeled oxygen studies, support photo-oxidative mechanism.

Язык: Английский

Процитировано

23

Electroreduction strategy: a sustainable tool for the generation of aryl radicals DOI
Xiaoqing Xie,

Wei Zhou,

Ruchun Yang

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(15), С. 4318 - 4342

Опубликована: Янв. 1, 2024

This review primarily focuses on the generation of aryl radicals via an electroreduction strategy, and systematically elaborates synthetic applications, scope, limitations substrates.

Язык: Английский

Процитировано

9

Modern photo- and electrochemical approaches to aryl radical generation DOI Creative Commons

Krzysztof Grudzień,

Andrei Zlobin,

Jan Zadworny

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(18), С. 5232 - 5277

Опубликована: Янв. 1, 2024

This review describes recent advances in the generation of aryl radicals using light and electricity. Such modern techniques allow for efficient energy resource utilization, thus providing more sustainable radical arylation methods.

Язык: Английский

Процитировано

8

Efficient Catalytic Dehalogenation of Aryl Halides Under Mild Conditions Using Reusable Reduced Graphene Oxide Loaded Simple Transition Metal–Organic Framework DOI

Ilavarasan Lavanya,

Muthumuniyandi Nishanthan,

Rajendran Lakshmi Priya

и другие.

Catalysis Letters, Год журнала: 2025, Номер 155(2)

Опубликована: Янв. 3, 2025

Язык: Английский

Процитировано

1

Dearomative 1,4-Difunctionalization of Non-Activated Arenes Enabled by Boryl Radical-Mediated Halogen-Atom Transfer DOI
Chengliang Deng, Hao Wu,

Sheng Li

и другие.

ACS Catalysis, Год журнала: 2025, Номер unknown, С. 1294 - 1304

Опубликована: Янв. 7, 2025

Given the widespread presence of spirocyclic scaffolds in natural products and pharmacologically relevant synthetic compounds, development efficient methodologies for their construction holds great importance medicinal chemistry pharmaceutical research. In this study, a general photochemical dearomative spirocyclization nonactivated arenes has been established. The key to method lies ability amine-borane radicals activate aryl bromides iodides via halogen-atom transfer, thereby allowing conversion halides into corresponding subsequent chemodivergent transformations. remarkable compatibility versatility 1,4-difunctionalization is showed by rapid assembly structurally diverse 1,4-cyclohexadiene-based spirocycles incorporating oxindole, indoline, or dihydrobenzofuran subunits. Moreover, potential utility protocol exemplified formal total synthesis vasopressin V2 receptor antagonist Satavaptan.

Язык: Английский

Процитировано

1

CO2•– Enabled Synthesis of Phenanthridinones, Oxindoles, Isoindolinones, and Spirolactams DOI

Vijay Kumar Simhadri,

Rupam Sur,

Veera Reddy Yatham

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Фев. 28, 2025

We report herein that photoinduced CO2•– enabled reductive intramolecular radical cyclization of a variety aryl iodide derivatives to the corresponding phenanthridinone, oxindole, isoindolinone, and spirolactam in good yields. Preliminary mechanistic studies suggested generation through homolysis cesium formate presence light, further involvement was directly proved by trapping with diphenyl styrene TEMPO.

Язык: Английский

Процитировано

1