Electrochemically Generated Carbocations in Organic Synthesis DOI Creative Commons
Bill C. Hawkins, Justin M. Chalker, Michelle L. Coote

и другие.

Angewandte Chemie, Год журнала: 2024, Номер 136(44)

Опубликована: Июль 30, 2024

Abstract This Minireview examines a selection of case studies that showcase distinctive and enabling electrochemical approaches have allowed for the generation reaction carbocation intermediates under mild conditions. Particular emphasis is placed on progress has been made in this area organic synthesis polymer chemistry over past decade.

Язык: Английский

Electrocatalytic C−N Couplings at Cathode and Anode DOI
Dawei Chen, Jiani Liu,

Jingjun Shen

и другие.

Advanced Energy Materials, Год журнала: 2024, Номер 14(28)

Опубликована: Фев. 21, 2024

Abstract Electrocatalytic C−N couplings are promising alternatives to construct bonds and synthesize vital chemicals, including amine, amide, amino acid, oxime, imine, nitrile, under ambient conditions. In recent years, the electrocatalytic coupling has attracted a wide range of research interest achieved considerable developments. Here, is systematically reviewed aiming at reductive cathode oxidative anode. cathodic part, reaction systems, corresponding design principles electrocatalysts for different mechanism studies from experimental theoretical aspects, application‐oriented devices summarized. Anodic offers potential approach replace conventional energy‐demand synthesis protocols, an indispensable part green controllable construction unsaturated C = N C≡N bonds. According principle that electron transfer crucial point in anodic coupling, reactions sorted out based on direct indirect paths, respectively. Finally, challenges outlooks this field proposed. appealing topic electrochemistry possesses infinite possibilities future.

Язык: Английский

Процитировано

21

Electrochemical dehydroxymethylative functionalization of alkanols for forging C(sp3)–heteroatom bonds DOI
Lulu Zhao,

Tian Jian,

Qilin Yuan

и другие.

Green Chemistry, Год журнала: 2024, Номер 26(8), С. 4733 - 4741

Опубликована: Янв. 1, 2024

Electrochemical dehydroxymethylative functionalization reactions of aliphatic alcohols with diverse nucleophiles are herein reported.

Язык: Английский

Процитировано

6

Electrochemical Approach to Amide Bond Formation DOI
Sofia Strekalova,

A. M. Kononov,

V. I. Morozov

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(19), С. 3375 - 3381

Опубликована: Авг. 23, 2023

Abstract Electrochemical amidation of the C( sp 2 )−H and 3 bonds broad spectrum arenes toward direct synthesis anilides N ‐benzylamides under mild conditions (room temperature, ambient pressure) in absence metal catalyst external oxidizing agents using nitriles RCN (R=Me, Et) as amide source is described. This electrochemical approach features moderate to high yields, a scope with different functional groups amenable gram scale synthesis. The key role hydroxyl radical inductor generated during oxidation water fixed by spin trap EPR experiment has been established.

Язык: Английский

Процитировано

12

C–C and C–N bond formation in electro-oxidation reactions of aromatic compounds DOI Creative Commons
Aleksandr Kononov, Sofia Strekalova,

Ekaterina V. Kobeleva

и другие.

Current Research in Green and Sustainable Chemistry, Год журнала: 2024, Номер 8, С. 100406 - 100406

Опубликована: Янв. 1, 2024

Atom-economical, eco-efficient, metal- and chemical oxidant-free formation of C–C C–N bond from C(sp2)−H C(sp3)−H arenes toward the direct synthesis biaryls anilides or N-benzylamides under mild electro-oxidative conditions is described. The products coupling are obtained in up to 88% yields. Aromatic substrates that oxidized at potentials less positive than +2 V have bulky bromine iodine substituents undergo homo-coupling reactions by anodic oxidation form dimers. difficult oxidize (Eox > V) preferentially upon oxidation. presence a chlorine substituent on aromatic ring leads both during electro-oxidation.

Язык: Английский

Процитировано

4

Electrosynthesis of amides: Achievements since 2018 and prospects DOI
Mohammad Sanayi Haqmal, Li Tang

Tetrahedron, Год журнала: 2024, Номер 159, С. 134010 - 134010

Опубликована: Май 4, 2024

Язык: Английский

Процитировано

4

The developments of C-N bonds formation via electrochemical Ritter-type reaction DOI
Yueyue Ma, Caixia Liu, Dali Yang

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(37), С. 7537 - 7548

Опубликована: Янв. 1, 2024

With the development of organic electrochemical synthesis, a series notable achievements have been made in Ritter amination reactions, which enriched methods available for constructing C-N bonds. In this review, reactions are introduced based on classification reaction substrates, including olefins, aromatics, alkylbenzenes, and less reported carboxylic acids, ketones, sulfides, alkanes. The application technology to has improved harsh conditions traditional extended substrate scope structural diversity products. value synthesis also further expanded.

Язык: Английский

Процитировано

3

Iron-Catalyzed Site-Selective Bromination of Benzylic C(sp3)–H Bonds DOI
Guangyi Zhang, Zihao Xu, Bing Han

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Апрель 1, 2025

An iron-catalyzed chemo- and site-selective benzylic C-H bromination has been described. The practical approach uses the substrate as limiting reagent commercially available iron(II) bromide at a loading of 1 mol % catalyst without involvement any extrinsic ligand. simple mild reaction can be readily scaled up to gram quantity with good functional group tolerance, offering convenient route for late-stage diversification complex bioactive natural products pharmaceutical molecules through sequential bromination.

Язык: Английский

Процитировано

0

Electrochemically Generated Carbocations in Organic Synthesis DOI Creative Commons
Bill C. Hawkins, Justin M. Chalker, Michelle L. Coote

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(44)

Опубликована: Июль 30, 2024

Abstract This Minireview examines a selection of case studies that showcase distinctive and enabling electrochemical approaches have allowed for the generation reaction carbocation intermediates under mild conditions. Particular emphasis is placed on progress has been made in this area organic synthesis polymer chemistry over past decade.

Язык: Английский

Процитировано

2

Replacing sulfuric acid with water in electrochemical metal-free mild aromatic C–H amidation: a direct route to N-phenylamides DOI
A. Kononov, Sofia Strekalova, V. I. Morozov

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

In this work, we describe a mild electro-oxidative metal-, oxidant- and acid-free direct amidation of aromatic C–H bonds using nitrile solvents as source amide amine moieties.

Язык: Английский

Процитировано

2

Electrosynthesis of amide: A green pathway for future pharmaceuticals DOI Open Access

R G Mahardika,

Ade Danova, Elvira Hermawati

и другие.

IOP Conference Series Earth and Environmental Science, Год журнала: 2024, Номер 1419(1), С. 012021 - 012021

Опубликована: Дек. 1, 2024

Abstract Amide bonds are prevalent in peptides, synthetic polymers, insecticides, and pharmaceuticals. These play a critical role medicinal chemistry due to their stability, ability interact with biological targets, flexibility designing bioactive compounds. Many methods have been devised date for the synthesis of amides, however majority them rely on coupling agents an excess bases neutralize acid produced during reaction. techniques low atom economy generate lot waste, making unfriendly environment. Greener chemical developed as result growing worldwide awareness environmental issues drive towards sustainability. In this context, new approaches being based concepts green sustainable chemistry, particularly through emerging research utilizing organic electrosynthesis. This review aims demonstrate application amide electrosynthesis pathway development future

Язык: Английский

Процитировано

2