Review of electrochemical transition‐metal‐catalyzed C−H functionalization reactions DOI

Sumi Changmai,

Sabera Sultana, Anil K. Saikia

et al.

ChemistrySelect, Journal Year: 2023, Volume and Issue: 8(11)

Published: March 14, 2023

Abstract The combination of organometallic C−H activation and electro‐catalysis has emerged as a potent synthetic technique for various molecular scaffolds since it avoids the use harmful expensive chemical oxidants in stoichiometric amounts. Moreover, pre‐functionalization substrates is not required newer ways to perform metal‐catalyzed reactions are possible. Here, we have discussed eletrochemically driven acyloxylation, acetoxylation, oxygenation, acylation, amination, alkylation, halogenation, olefinations C−H/N−H annulation using transition‐metal‐catalyst such Ru, Rh, Pd, Co, Ni, Ir, Cu, Mn Au by anodic oxidation, followed reductive elimination form corresponding C−O, C−C, C−N C−X (X=Cl, Br, S etc.) bonds. This review covers recent developments transition‐metal‐catalyzed electrochemical from 2007 until 2022.

Language: Английский

Organic Electrochemistry: Molecular Syntheses with Potential DOI Creative Commons
Cuiju Zhu, Nate W. J. Ang, Tjark H. Meyer

et al.

ACS Central Science, Journal Year: 2021, Volume and Issue: 7(3), P. 415 - 431

Published: March 9, 2021

Efficient and selective molecular syntheses are paramount to

Language: Английский

Citations

582

Advances on the Merger of Electrochemistry and Transition Metal Catalysis for Organic Synthesis DOI
Christian A. Malapit,

Matthew B. Prater,

Jaime R. Cabrera‐Pardo

et al.

Chemical Reviews, Journal Year: 2021, Volume and Issue: 122(3), P. 3180 - 3218

Published: Nov. 19, 2021

Synthetic organic electrosynthesis has grown in the past few decades by achieving many valuable transformations for synthetic chemists. Although electrocatalysis been popular improving selectivity and efficiency a wide variety of energy-related applications, last two decades, there much interest to develop conceptually novel transformations, selective functionalization, sustainable reactions. This review discusses recent advances combination electrochemistry homogeneous transition-metal catalysis synthesis. The enabling mechanistic studies are presented alongside advantages as well future directions address challenges metal-catalyzed electrosynthesis.

Language: Английский

Citations

298

Recent advances in organic electrosynthesis employing transition metal complexes as electrocatalysts DOI
Cong Ma, Ping Fang,

Zhao‐Ran Liu

et al.

Science Bulletin, Journal Year: 2021, Volume and Issue: 66(23), P. 2412 - 2429

Published: July 13, 2021

Language: Английский

Citations

293

Recent Advances in Alkenyl sp2 C–H and C–F Bond Functionalizations: Scope, Mechanism, and Applications DOI
Mingzhu Lu, Jeffrey Goh, Manikantha Maraswami

et al.

Chemical Reviews, Journal Year: 2022, Volume and Issue: 122(24), P. 17479 - 17646

Published: Oct. 14, 2022

Alkenes and their derivatives are featured widely in a variety of natural products, pharmaceuticals, advanced materials. Significant efforts have been made toward the development new practical methods to access this important class compounds by selectively activating alkenyl C(sp2)–H bonds recent years. In comprehensive review, we describe state-of-the-art strategies for direct functionalization sp2 C–H C–F until June 2022. Moreover, metal-free, photoredox, electrochemical also covered. For clarity, review has divided into two parts; first part focuses on currently available using different alkene as starting materials, second describes bond easily accessible gem-difluoroalkenes material. This includes scope, limitations, mechanistic studies, stereoselective control (using directing groups well metal-migration strategies), applications complex molecule synthesis where appropriate. Overall, aims document considerable advancements, current status, emerging work critically summarizing contributions researchers working fascinating area is expected stimulate novel, innovative, broadly applicable functionalizations coming

Language: Английский

Citations

150

Recent advances in transition metal-catalyzed olefinic C–H functionalization DOI
Bingxian Liu, Lingyun Yang, Pengfei Li

et al.

Organic Chemistry Frontiers, Journal Year: 2020, Volume and Issue: 8(5), P. 1085 - 1101

Published: Dec. 23, 2020

Recent advances during 2015–2020 in the field of metal-catalyzed olefinic C–H functionalization are organized according to metal center catalyst, with an emphasis on similarities and differences among different catalysts.

Language: Английский

Citations

144

Electrochemical Late-Stage Functionalization DOI Creative Commons
Yulei Wang, Suman Dana, Hao Long

et al.

Chemical Reviews, Journal Year: 2023, Volume and Issue: 123(19), P. 11269 - 11335

Published: Sept. 26, 2023

Late-stage functionalization (LSF) constitutes a powerful strategy for the assembly or diversification of novel molecular entities with improved physicochemical biological activities. LSF can thus greatly accelerate development medicinally relevant compounds, crop protecting agents, and functional materials. Electrochemical synthesis has emerged as an environmentally friendly platform transformation organic compounds. Over past decade, electrochemical late-stage (eLSF) gained major momentum, which is summarized herein up to February 2023.

Language: Английский

Citations

141

Electrifying green synthesis: recent advances in electrochemical annulation reactions DOI Creative Commons
Guilherme M. Martins, Geórgia C. Zimmer, Samuel R. Mendes

et al.

Green Chemistry, Journal Year: 2020, Volume and Issue: 22(15), P. 4849 - 4870

Published: Jan. 1, 2020

Herein, electrochemical annulations involving mediators and mediator-free conditions have been discussed. Also, the use of sacrificial electrodes has explored.

Language: Английский

Citations

113

Decoding Directing Groups and Their Pivotal Role in C−H Activation DOI
Karunanidhi Murali, Luana A. Machado, Renato L. Carvalho

et al.

Chemistry - A European Journal, Journal Year: 2021, Volume and Issue: 27(49), P. 12453 - 12508

Published: May 26, 2021

Synthetic organic chemistry has witnessed a plethora of functionalization and defunctionalization strategies. In this regard, C-H been at the forefront due to multifarious applications in development simple complex molecular architectures holds brilliant prospect drug discovery. Despite explored tremendously by chemists, strategy still enjoys employment novel metal catalysts as well metal-free ligands. Moreover, switch photo- electrochemistry widened our understanding alternative pathways via which reaction can proceed these strategies have garnered prominence when applied activation. chemists foraging for new directing groups templates selective activation bonds from myriad carbon-hydrogen aromatic aliphatic systems. As matter fact, varying groups, scientists found answer challenge distal bond remained an obstacle very long time. These frequently harnessed selectively activating natural products, drugs, macromolecules decorated with multiple bonds. This itself was before commencement field site other than targeted could modify hamper biological activity pharmacophore. Total synthesis pharmacophore often faces difficulty superfluous steps towards functionalization. solved late-stage simply harnessing green conditions seen light past few decades rising concern about environmental issues. Therefore, or usage non-toxic metals recently showcased number elegant works. Also, research across world are developing rational group free non-directed protocols that just guided review encapsulates works pertinent discusses science devoted it fundamental level. gives readers broad how work, execution various catalysts, groups. not only helps budding scientist his/her but also matured mind searching out A detailed picture its progress time portrayed lucid scientific language motive inculcate educate minds beautiful overview most relevant significant era. The unique trait is description classification their utility over wide substrate scope. allows experimental chemist understand applicability domain employ any substrate.

Language: Английский

Citations

97

Renewable resources for sustainable metallaelectro-catalysed C–H activation DOI Creative Commons
Ramesh C. Samanta, Tjark H. Meyer, Inke Siewert

et al.

Chemical Science, Journal Year: 2020, Volume and Issue: 11(33), P. 8657 - 8670

Published: Jan. 1, 2020

The merger of C–H activation with electrosynthesis, powered by renewable energies and resources, will guide towards a sustainable future.

Language: Английский

Citations

84

Green strategies for transition metal-catalyzed C–H activation in molecular syntheses DOI Creative Commons
Uttam Dhawa, Nikolaos Kaplaneris, Lutz Ackermann

et al.

Organic Chemistry Frontiers, Journal Year: 2021, Volume and Issue: 8(17), P. 4886 - 4913

Published: Jan. 1, 2021

Sustainable strategies for the activation of inert C–H bonds towards improved resource-economy.

Language: Английский

Citations

81