Chemical Communications, Год журнала: 2024, Номер unknown
Опубликована: Янв. 1, 2024
Herein, an overview of the evolution electrochemical C–H annulations with alkynes for construction heterocycles is provided, a topical focus on underlying mechanism manifolds.
Язык: Английский
Chemical Society Reviews, Год журнала: 2025, Номер unknown
Опубликована: Янв. 1, 2025
This review highlights organo-mediators that enable electrochemical reactions via outer-sphere electron transfer (ET), offering advantages such as availability, tunability, and simplified post-processing compared to direct electrolysis.
Язык: Английский
Процитировано
1
Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(10), С. 2352 - 2362
Опубликована: Апрель 5, 2024
Abstract While the emergence of electrophotochemistry provides opportunities, such a chemistry at this stage suffers from limited reaction types and high photocatalyst loadings. A self‐catalyzed electrophotosynthesis as well one with low loading is presented. These external‐oxidant‐free cyclizations are enabling applicable to range activated alkenes, affording diverse array thiocyanato heterocycles including 4‐pyrrolin‐2‐ones, isoquinoline‐1,3‐diones, indolo[2,1‐ ]isoquinolin‐6(5 H )‐ones, benzoimidazo[2,1‐ )‐ones indolin‐2‐ones, protocols amenable late‐stage diversification complex molecular architectures gram‐scale syntheses. Sunlight could serve light source, be conducted in an all‐solar‐driven mode using commercially available photovoltaic panel produce electricity.
Язык: Английский
Процитировано
9
Chinese Chemical Letters, Год журнала: 2024, Номер 35(12), С. 110104 - 110104
Опубликована: Июнь 8, 2024
Язык: Английский
Процитировано
9
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
Chemical Science, Год журнала: 2024, Номер 15(29), С. 11418 - 11427
Опубликована: Янв. 1, 2024
An environmentally friendly electroreduction approach is disclosed for site-specific introduction of deuterium via anti-Markovnikov selective deuteroarylation alkenes and aryl iodides with bipyridine as a mediator D 2 O ‘D’ source.
Язык: Английский
Процитировано
8
Accounts of Chemical Research, Год журнала: 2024, Номер unknown
Опубликована: Дек. 13, 2024
ConspectusElectrochemistry has been used as a tool to drive chemical reactions for more than two centuries. With the help of an electrode and power source, chemists are provided with system whose potential can be precisely dialed in. The theoretically infinite redox range renders electrochemistry capable oxidizing or reducing some most tenacious compounds. Indeed, electroreduction offers alternative generating highly active intermediates from electrophiles (e.g., halides, alkenes, etc.) in organic synthesis, which untouchable traditional reduction methods. Meanwhile, reductive coupling extensively utilized both industrial academic settings due their ability swiftly, accurately, effectively construct C–C C–X bonds, present innovative approaches synthesizing complex molecules. Nonetheless, its application is constrained by several inherent limitations: (a) requirement stoichiometric quantities agents, (b) scarce activation strategies inert substrates high potentials, (c) incomplete mechanistic elucidation, (d) challenges isolation intermediates. merging represents attractive approach address above limitations synthesis seen increasing use synthetic community over past few years.Since 2020, our group dedicated developing electroreductive cross-coupling using readily available small molecules, such arenes, CO2, D2O, value-added products. Electroreductive chemistry versatile powerful capacity precise selectivity control, allowed us develop three electrochemical modes lab: (1) An economically advantageous direct (EDR) strategy that emphasizes efficiency, achieves atom utilization, minimizes unnecessary atomic waste. (2) A class organo-mediated (EOMR) methods controlling reaction pathways. This allows modulation processes enhance efficiency selectivity. (3) metal-catalyzed (EMCR) method enables selective functionalization specific bonds functional groups under mild conditions, thereby occurrence side reactions. We commenced studies establishing organic-mediator-promoted carboxylation aryl alkyl halides. was then employed arylcarboxylation simple styrenes halides manner. electrolysis arenes epoxides CO2 carboxyl source achieved. Moreover, through adjustment we successfully accomplished deuteration olefins, unactivated enabling efficient formation D-labeled Finally, building on previous understanding developed series alkylation enable C(sp3)–C(sp3)
Язык: Английский
Процитировано
8
Chemistry - A European Journal, Год журнала: 2024, Номер 30(36)
Опубликована: Апрель 23, 2024
Three hybrid electrochemical protocols, which involve the energy transfer, direct photolysis and N-hydroxyphthalimide catalyst, respectively, are presented for selenylation/cyclization of fragile substrates 3-aza-1,5-dienes with diorganyl diselenides to afford 3-selenomethyl-4-pyrrolin-2-ones. The two electrophotocatalytic reactions indirect electrolysis one both regioselective external-oxidant- transition-metal-free, associated a broad substrate scope high Se-economy, all three methods amenable gram-scale syntheses, late-stage functionalizations, sunlight-induced experiments all-solar-driven syntheses.
Язык: Английский
Процитировано
6
Green Chemistry, Год журнала: 2024, Номер 26(23), С. 11524 - 11530
Опубликована: Янв. 1, 2024
An exogenous electrolyte- and base-free electrochemical cobalt-catalysed atroposelective C–H annulation has been established to construct N–N axially chiral isoquinolinones in excellent enantioselectivities good yields.
Язык: Английский
Процитировано
4
Materials Chemistry and Physics, Год журнала: 2024, Номер 330, С. 130159 - 130159
Опубликована: Ноя. 16, 2024
Язык: Английский
Процитировано
4
Research Square (Research Square), Год журнала: 2024, Номер unknown
Опубликована: Янв. 16, 2024
Abstract Enantioselective electrocatalysis bears unique potential for the sustainable assembly of enantiomerically enriched molecules 1–7 . This approach allows electro-oxidative C–H activation to be performed paired hydrogen evolution reaction 8,9 While recent progress featured scarce transition metals with limited availability 10–17 , we, herein, reveal that Earth-abundant 3d transition-metal nickel is characterized by performance, while having high natural abundance 18 and reduced toxicity 19 Thereby, electrocatalytic enabled enantioselective desymmetrizations bicyclic alkenes, leading three-dimensional molecular building blocks multiple stereogenic elements 20 Here, ligand optimization was guided smart feature analysis enantioselectivity enhancement. The detailed mechanistic investigation experimental studies organometallic intermediates in conjunction computational identified key features design including non-covalent interactions 21,22 guarantee full selectivity control.
Язык: Английский
Процитировано
3