Throwing Light on Synthetic Molecular Photoelectrocatalysis (Part I): coupling both techniques and results interpretation

Current Opinion in Electrochemistry, Journal Year: 2025, Volume and Issue: unknown, P. 101673 - 101673

Published: Feb. 1, 2025

Language: Английский

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The Strategies towards Electrochemical Generation of Aryl Radicals

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: unknown

Published: July 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.

Language: Английский

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Nickel-Catalyzed Reductive Cross-Coupling of Propargylic Acetates with Chloro(vinyl)silanes: Access to Silylallenes

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(5), P. 2885 - 2894

Published: Feb. 14, 2024

Because of their various reactivities, propargyl acetates are refined chemical intermediates that extensively applied in pharmaceutical synthesis. Currently, reactions between and chlorosilanes may be the most effective method for synthesizing silylallenes. Nevertheless, owing to adaptability selectivity substrates, transition metal catalysis is difficult achieve. Herein, nickel-catalyzed reductive cross-coupling substituted vinyl synthesis tetrasubstituted silylallenes described. Therein, metallic zinc a crucial reductant effectively enables two electrophilic reagents selectively construct C(sp2)–Si bonds. Additionally, Ni-catalyzed mechanism involving radical process proposed on basis deuteration-labeled experiments.

Language: Английский

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Visible Light Induced Three‐Component 1,2‐Dicarbofunctionalization of Alkenes and Alkynes

The Chemical Record, Journal Year: 2023, Volume and Issue: 23(11)

Published: June 12, 2023

Abstract Harnessing visible‐light in organic synthesis is one of the most effective methods that aligns with green and sustainable chemistry principles hence skyrocketed last two decades. Similarly, three‐component 1,2‐dicarbofunctionalization alkenes alkynes has recently been a great choice to construct complex molecular systems an easy rapid manner. Therefore, light‐induced reactions can be excellent alternative carry out reactions, very recently, chemists across globe have fascinated us their interesting articles. In this present review, we summarized recent advancements area visible light induced till March 2023. We categorized discussion based on catalysts used transformations for better understanding different important aspects these also covered.

Language: Английский

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Electrochemical Difunctionalization of Alkenes

The Chemical Record, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 3, 2025

Abstract Owing to their wide utilizations in synthesis and products prevalence numerous natural products, pharmaceuticals functional materials, the alkene difunctionalization methods for selective transformations of olefins are important have attracted much attention form synthetic chemists. Among them, electrochemical reaction is particularly promising has becoming a potent sustainable tool alkenes into vicinal difunctionalized structures organic through simultaneous incorporation two groups. Herein, we summarize recent progress reactions according types as well category radicals over past five years. By selecting remarkable examples, elaborately discussed substrate scope mechanisms olefin reaction.

Language: Английский

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Iodoarene Activation: Take a Leap Forward toward Green and Sustainable Transformations

Chemical Reviews, Journal Year: 2025, Volume and Issue: unknown

Published: March 7, 2025

Constructing chemical bonds under green sustainable conditions has drawn attention from environmental and economic perspectives. The dissociation of (hetero)aryl-halide is a crucial step most arylations affording (hetero)arene derivatives. Herein, we summarize the (hetero)aryl halides activation enabling direct (hetero)arylation trapping reagents construction highly functionalized (hetero)arenes benign conditions. strategies for aryl iodides are classified into (a) hypervalent iodoarene followed by functionalization thermal/photochemical conditions, (b) aryl-I bond in presence bases with/without organic catalysts promoters, (c) photoinduced presence/absence organophotocatalysts, (d) electrochemical direct/indirect electrolysis mediated organocatalysts mediators acting as electron shuttles, (e) electrophotochemical redox-active organocatalysts. These modes result exhibiting diverse reactivity formal cations/radicals/anions aryne precursors. coupling these reactive intermediates with leads to facile selective formation C-C C-heteroatom bonds. ecofriendly, inexpensive, functional group-tolerant offer alternatives transition metal-based catalysis.

Language: Английский

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Photoredox Site-Selective C(sp³)–H Alkylation of 1-(o-Iodoaryl)-alkan-1-ones with Activated Alkenes Enabled by Hydrogen Atom Transfer

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: March 13, 2025

A visible-light-mediated photoredox catalysis for β-C(sp3)–H alkylation of 1-(o-iodoaryl)alkan-1-ones with alkenes via 1,5-hydrogen atom transfer and alkene alkylarylation to produce diverse β-alkyl arylalkanones containing a quaternary carbon center is presented. This method applicable wide range activated alkenes. Mechanistic studies suggest that the reaction involves radical process.

Language: Английский

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Electrochemical Reduction of Benzo[b]thiophene 1,1‐Dioxides with HFIP as Hydrogen Donor^†

Chinese Journal of Chemistry, Journal Year: 2023, Volume and Issue: 42(6), P. 585 - 591

Published: Nov. 2, 2023

Comprehensive Summary A straightforward electrochemical reduction of benzo[ b ]thiophene 1,1‐dioxides with HFIP as the hydrogen donor has been reported in an undivided cell under metal‐free conditions. Moreover, tolerance various functional groups and scaled‐up experiments showed practicability potential applications this methodology.

Language: Английский

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Electrophotocatalytic Tellurosulfonylation of Alkynes for the Synthesis of β-(Telluro)vinyl Sulfones

Organic Letters, Journal Year: 2024, Volume and Issue: 26(29), P. 6114 - 6119

Published: July 5, 2024

Difunctionalization of alkynes has gained a lot interest in current organic chemistry. Herein, we developed an electrophotocatalytic multicomponent cascade reaction and indoles with sulfinic acid sodium salts using elemental tellurium as the source. Using synergistic anodic oxidation visible-light irradiation, various β-(telluro)vinyl sulfones have been prepared. This strategy features mild conditions, excellent substrate scope, readily available starting materials, great functional group tolerance.

Language: Английский

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Aryl-to-alkyl radical relay arylation reaction of remote C(sp3)-H bond using 1,4-dicyanobenzene as an electrochemical redox-mediator

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(15), P. 4182 - 4186

Published: Jan. 1, 2024

In this paper, we developed an electro-reductive aryl-to-alkyl radical relay arylation reaction of a remote C(sp 3 )–H bond via 1,5-HAT process. This protocol features mild conditions, simple operation, and broad substrate scope.

Language: Английский

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