Themed collection Electrochemically driven catalytic organic transformations

21 items
Open Access Feature Article

Metallaelectro-catalyzed alkyne annulations via C–H activations for sustainable heterocycle syntheses

Herein, an overview of the evolution of electrochemical C–H annulations with alkynes for the construction of heterocycles is provided, with a topical focus on the underlying mechanism manifolds.

Graphical abstract: Metallaelectro-catalyzed alkyne annulations via C–H activations for sustainable heterocycle syntheses
Feature Article

Recent advances in electrochemically enabled construction of indoles from non-indole-based substrates

This review summarizes recent advances in the electrochemically enabled construction of indoles from non-indole-based precursors and their underlying mechanisms.

Graphical abstract: Recent advances in electrochemically enabled construction of indoles from non-indole-based substrates
Open Access Feature Article

Peroxodicarbonate – a renaissance of an electrochemically generated green oxidizer

Peroxodicarbonate, accessible from direct anodic conversion of alkali carbonates, has experienced a renaissance in the past two decades. An overview of its history, synthesis, characteristics and reactivity is provided.

Graphical abstract: Peroxodicarbonate – a renaissance of an electrochemically generated green oxidizer
Open Access Communication

Electrochemical aldehyde hydrogenation: probing the inner-sphere strategy with nickel-bipyridine complexes

An inner-sphere approach to aldehyde electrohydrogenation leads to a key nickeloxirane. Protonation of that intermediate yields the hydrogenation products, but electrocatalysis remains challenging.

Graphical abstract: Electrochemical aldehyde hydrogenation: probing the inner-sphere strategy with nickel-bipyridine complexes
Open Access Communication

Asymmetric cyclopropanation via an electro-organocatalytic cascade

The work demonstrates the successful merger of electrochemistry with asymmetric iminium ion organocatalysis.

Graphical abstract: Asymmetric cyclopropanation via an electro-organocatalytic cascade
From the themed collection: Chemical Communications HOT Articles 2024
Communication

Dual transition metal electrocatalysis enables selective C(sp3)–C(sp3) bond cleavage and arylation of cyclic alcohols

A dual transition metal-catalyzed electrophotochemical deconstructive arylation of cyclic alcohols has been developed, providing an efficient and sustainable method for the synthesis of distally arylated ketones.

Graphical abstract: Dual transition metal electrocatalysis enables selective C(sp3)–C(sp3) bond cleavage and arylation of cyclic alcohols
Communication

Stereoselective synthesis of fissoldhimine alkaloid analogues via sequential electrooxidation and heterodimerization of ureas

A bio-inspired electrooxidation and acid-controlled heterodimerization of pyrrolidine-1-carboxamides was developed. Acid choice dictates endo/exo dimer formation, with chiral phosphoric acid yielding enantioenriched exo-dimers.

Graphical abstract: Stereoselective synthesis of fissoldhimine alkaloid analogues via sequential electrooxidation and heterodimerization of ureas
Communication

Solvent-dependent reaction mechanisms in the electrooxidative coupling of phenols: insights by operando Raman spectroelectrochemistry

Electrochemical operando Raman spectroscopy is able to elucidate the reaction mechanism of the electrooxidative sesamol dimerization reaction.

Graphical abstract: Solvent-dependent reaction mechanisms in the electrooxidative coupling of phenols: insights by operando Raman spectroelectrochemistry
Open Access Communication

Wireless asymmetric umpolung electrosynthesis

Electroorganic synthesis has become an exciting tool for the asymmetric conversion of pro-chiral compounds.

Graphical abstract: Wireless asymmetric umpolung electrosynthesis
Open Access Communication

Electrochemical removal of toxic metals from reaction media following catalysis

Following Ni-catalysed Suzuki–Miyaura cross coupling reactions, Ni is electrochemically removed on to the cathode, offering potential for recovery and reuse.

Graphical abstract: Electrochemical removal of toxic metals from reaction media following catalysis
Communication

Tunable electrochemical diverse sulfurization of sulfoxonium ylides with disulfides

We herein reported a tunable electrochemical diverse sulfurization of sulfoxonium ylides with disulfides for the synthesis of sulfursulfoxonium ylides and 1,3-dithioketals.

Graphical abstract: Tunable electrochemical diverse sulfurization of sulfoxonium ylides with disulfides
Open Access Communication

Selective lactic acid synthesis via ethylene glycol electrooxidation in borate buffer

Efficient and selective electrochemical oxidation of biomass-derived ethylene glycol to lactic acid is achieved over nickel catalyst by controlling the pH of the electrolyte solution.

Graphical abstract: Selective lactic acid synthesis via ethylene glycol electrooxidation in borate buffer
Communication

Electrochemical synthesis of β-difluoromethylamide compounds by N-benzenesulfonylacrylamide with difluorine reagents

A mild and efficient electrochemical method for radical addition, cyclization, and migration reaction was described in this work.

Graphical abstract: Electrochemical synthesis of β-difluoromethylamide compounds by N-benzenesulfonylacrylamide with difluorine reagents
Communication

Electrochemically-driven difunctionalization of the isocyanide and Mumm rearrangement cascade: expeditious synthesis of N-acyl–N-alkyl S-thiocarbamates

A novel electrochemical multicomponent reaction (e-MCR) synthesizes N-substituted S-thiocarbamate derivatives from isocyanides, thiols, and carboxylic acids via a difunctionalization and Mumm rearrangement cascade.

Graphical abstract: Electrochemically-driven difunctionalization of the isocyanide and Mumm rearrangement cascade: expeditious synthesis of N-acyl–N-alkyl S-thiocarbamates
Open Access Communication

Simple electrochemical synthesis of cyclic hydroxamic acids by reduction of nitroarenes

A simple and scalable electrosynthesis of a broad scope of 4-hydroxy-1,4-benzoxazin-3-ones was developed by simple reduction of inexpensive nitroarenes.

Graphical abstract: Simple electrochemical synthesis of cyclic hydroxamic acids by reduction of nitroarenes
Communication

One-pot C(sp3)–H difluoroalkylation of tetrahydroisoquinolines and isochromans via electrochemical oxidation and organozinc alkylation

The α-C(sp3)–H difluoroalkylation of tetrahydroisoquinolines and isochromans via electrochemical oxidation was developed using organozinc reagents to achieve a broad substrate scope under mild reaction conditions.

Graphical abstract: One-pot C(sp3)–H difluoroalkylation of tetrahydroisoquinolines and isochromans via electrochemical oxidation and organozinc alkylation
Communication

Electrochemical quinuclidine-mediated Minisci-type acylation of N-heterocycles with aldehydes

The electro-generation of acyl radicals from both aromatic and aliphatic aldehydes is a synthetic challenge. We addressed this challenge by merging electro-oxidation and a quinuclidine-mediated HAT strategy.

Graphical abstract: Electrochemical quinuclidine-mediated Minisci-type acylation of N-heterocycles with aldehydes
Open Access Communication

Evaluating the native oxide of titanium as an electrocatalyst for oxalic acid reduction

Titanium electrodes bearing the naturally-forming native oxide coating are competent for the electroreduction of oxalic acid to glyoxylate and glycolate.

Graphical abstract: Evaluating the native oxide of titanium as an electrocatalyst for oxalic acid reduction
From the themed collection: Chemical Communications HOT Articles 2024
Communication

Organophotoelectrocatalytic C(sp2)–H alkylation of heteroarenes with unactivated C(sp3)–H compounds

An organophotoelectrocatalytic method for the C(sp2)–H alkylation of heteroarenes with unactivated C(sp3)–H compounds via dehydrogenation cross-coupling was developed.

Graphical abstract: Organophotoelectrocatalytic C(sp2)–H alkylation of heteroarenes with unactivated C(sp3)–H compounds
Communication

Electrochemical oxidative C–C bond cleavage of methylenecyclopropanes with alcohols

Herein, an electrochemical approach toward the ring opening functionalization of methylenecyclopropanes (MCPs) via C–C bond cleavage in the presence of alcohols is reported.

Graphical abstract: Electrochemical oxidative C–C bond cleavage of methylenecyclopropanes with alcohols
Open Access Communication

Electrochemical low valent cobalt-catalyzed addition of aryl and vinyl chlorides to α-ketoamides via C–Cl bond activation

The development of an electrochemical cobalt catalyzed C–Cl bond activation at room temperature for the nucleophilic addition of aryl and vinyl chlorides to α-ketoamides and the extension to an enantioselective electrochemical reaction is described.

Graphical abstract: Electrochemical low valent cobalt-catalyzed addition of aryl and vinyl chlorides to α-ketoamides via C–Cl bond activation
21 items

About this collection

Electrochemically driven catalytic organic transformations is a topic with the transformative power to overcome contemporary synthetic challenges. Innovations in the past several years have demonstrated the unique opportunities that the combination of catalysis and organic electrosynthesis present with respect to, e.g., selectivity and reactivity as well as efficiency and sustainability. Guest edited by Professor Lutz Ackermann (University of Goettingen, Germany), Professor Helena Lundberg (KTH Royal Institute of Technology, Sweden) and Professor Hai-Chao Xu (Xiamen University, China), this special collection highlights the exciting developments in the field and will cover synthetic method development as well as mechanistic studies of electro-organic transformations mediated by homogeneous and heterogeneous catalysts.

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