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Themed collection 2020 Organic Chemistry Frontiers Review-type Articles

52 items
Highlight

Nickel-catalyzed enantioselective electroreductive cross-couplings

Ni-Catalyzed reductive cross-coupling of two electrophiles has evolved into a powerful means for building diverse carbon-carbon bonds in an enantioselective manner. Here we summarize the recent progress in Ni-catalyzed enantioselective electroreductive coupling reactions.

Graphical abstract: Nickel-catalyzed enantioselective electroreductive cross-couplings
Highlight

Tailoring radicals by asymmetric electrochemical catalysis

We highlight asymmetric electrochemical catalysis as a powerful tool in facilitating radical transformations. The tunable features of electrochemical methods enable mild generations of radicals and provide control of chemo- and stereoselectivity.

Graphical abstract: Tailoring radicals by asymmetric electrochemical catalysis
Highlight

Organic micro/nanoscale materials for photonic barcodes

This review summarizes recent advances in micro/nanoscale photonic barcodes based on organic materials from the aspects of diverse optical encoding techniques.

Graphical abstract: Organic micro/nanoscale materials for photonic barcodes
Highlight

Photoinduced strategies towards strained molecules

Photoinduced strategies towards radical reactions of [1.1.1]propellane and bicyclo [1.1.0]butanes by photoredox or metallaphotoredox catalysis have recently been disclosed, enabling controllable construction of 1,3-difunctionalized bicyclo[1.1.1]pentanes and cyclobutanes.

Graphical abstract: Photoinduced strategies towards strained molecules
Highlight

Recent advances in phosphoranyl radical-mediated deoxygenative functionalisation

Alcohols and carboxylic acids have been established as versatile building blocks in the assembly of various carbon frameworks.

Graphical abstract: Recent advances in phosphoranyl radical-mediated deoxygenative functionalisation
Highlight

Dual N-heterocyclic carbene/photocatalysis: a new strategy for radical processes

Dual N-heterocyclic carbene/photocatalysis displays unique features compared with the traditional methods and indicates high potential for new radical processes.

Graphical abstract: Dual N-heterocyclic carbene/photocatalysis: a new strategy for radical processes
Highlight

Recent advances in photoelectrochemical cells (PECs) for organic synthesis

The application of PECs in organic synthesis reactions and their reaction mechanisms are highlighted.

Graphical abstract: Recent advances in photoelectrochemical cells (PECs) for organic synthesis
Highlight

Recent applications of biphotonic processes in organic synthesis

Organic synthesis mediated by biphotonic processes has gained great momentum in the last five years. Herein, an overview of the existing examples is reported.

Graphical abstract: Recent applications of biphotonic processes in organic synthesis
Highlight

Aromatization-driven deconstruction/refunctionalization of unstrained rings

Aromatization-driven ring-opening/functionalization of common unstrained rings has been developed with the in situ generation of pre-aromatic fused spiro heterocycles as the key step.

Graphical abstract: Aromatization-driven deconstruction/refunctionalization of unstrained rings
Highlight

Merging photochemistry with electrochemistry in organic synthesis

Recent advances merging photochemistry with electrochemistry in organic synthesis are highlighted.

Graphical abstract: Merging photochemistry with electrochemistry in organic synthesis
Open Access Review Article

Solid phase synthesis in the development of magnetic resonance imaging probes

We review the use of the solid phase synthesis methodology for the preparation of diverse and potent MRI probes.

Graphical abstract: Solid phase synthesis in the development of magnetic resonance imaging probes
Review Article

Industrial synthesis of reactive silicones: reaction mechanisms and processes

Silicones are used in many applications, from consumer products to medicinal and electronic devices. In this review we describe the most relevant reactions and industrial processes to furnish them, focusing specially on OH-terminated polysiloxanes.

Graphical abstract: Industrial synthesis of reactive silicones: reaction mechanisms and processes
Review Article

The present and future synthetic strategies of structural modifications of sinomenine

This review summarizes the modifications of sinomenine, a hot compound derived from herbal plants, which possesses diverse biological activities and low cytotoxicity.

Graphical abstract: The present and future synthetic strategies of structural modifications of sinomenine
Review Article

The same oxygenation-state introduction of hypervalent sulfur under transition-metal-free conditions

This review discusses the application of the same oxygenation-state introduction of hypervalent sulfur strategy under transition-metal-free conditions.

Graphical abstract: The same oxygenation-state introduction of hypervalent sulfur under transition-metal-free conditions
Review Article

Ni-Catalyzed stereoselective difunctionalization of alkynes

We summarize the progress of the nickel-catalyzed alkyne difunctionalization reaction for the synthesis of tri- and tetrasubstituted olefins, with an emphasis on the strategy and control of stereochemistry.

Graphical abstract: Ni-Catalyzed stereoselective difunctionalization of alkynes
Review Article

Progresses in organocatalytic asymmetric dearomatization reactions of indole derivatives

This review summarizes the progresses in organocatalytic asymmetric dearomatization reactions of indole derivatives and their applications in total synthesis of natural products, and gives some insights into challenging issues in this research field.

Graphical abstract: Progresses in organocatalytic asymmetric dearomatization reactions of indole derivatives
Review Article

New frontiers in the transition-metal-free synthesis of heterocycles from alkynoates: an overview and current status

This review highlights the successful utilization of transition-metal-free approaches for the modular assembly of various heterocycles from alkynoates.

Graphical abstract: New frontiers in the transition-metal-free synthesis of heterocycles from alkynoates: an overview and current status
Review Article

Recent developments in dehydration of primary amides to nitriles

Various dehydration methods available for the direct conversion of amides to the corresponding nitriles have been reviewed.

Graphical abstract: Recent developments in dehydration of primary amides to nitriles
Review Article

Construction of all-carbon quaternary stereocenters by catalytic asymmetric conjugate addition to cyclic enones in natural product synthesis

This review discusses the construction of all-carbon quaternary stereocenters using catalytic asymmetric conjugate addition and its application in natural product synthesis.

Graphical abstract: Construction of all-carbon quaternary stereocenters by catalytic asymmetric conjugate addition to cyclic enones in natural product synthesis
Review Article

Stay positive: catalysis with 1,3,2-diazaphospholenes

Fundamental properties and recent advances in the catalytic application of 1,3,2-diazaphospholenes are reviewed, and future directions for the field are presented.

Graphical abstract: Stay positive: catalysis with 1,3,2-diazaphospholenes
Review Article

Recent advances in transition metal migration involving reactions

In this review, various types of metal-migration involved methodologies, including palladium, rhodium, iron, cobalt, iridium, chromium, nickel, platinum, are summarized and demonstrated elaborately for giving a better access to this field.

Graphical abstract: Recent advances in transition metal migration involving reactions
Review Article

Asymmetric catalytic construction of fully substituted carbon stereocenters using acyclic α-branched β-ketocarbonyls: the “Methyl Rule” widely exists

This review illustrates the recent advances in catalytic asymmetric α-functionalization of acyclic β-ketocarbonyls. A thorough survey of all these reactions indicates the existance of a general principle which is called the “Methyl Rule”.

Graphical abstract: Asymmetric catalytic construction of fully substituted carbon stereocenters using acyclic α-branched β-ketocarbonyls: the “Methyl Rule” widely exists
Open Access Review Article

A diversity of recently reported methodology for asymmetric imine reduction

This review describes recent developments in enantioselective imine reduction, including related substrates in which a C[double bond, length as m-dash]N bond is the target for reduction, and in situ methods.

Graphical abstract: A diversity of recently reported methodology for asymmetric imine reduction
Review Article

The preparation of (4H)-imidazol-4-ones and their application in the total synthesis of natural products

The first review article summarizing known methodologies for the preparation of (4H)-imidazol-4-ones and their application in the total synthesis of imidazol-4-one containing natural products.

Graphical abstract: The preparation of (4H)-imidazol-4-ones and their application in the total synthesis of natural products
Review Article

Recent advances in organocatalytic asymmetric oxa-Michael addition triggered cascade reactions

In this review, we summarized recent advances in organocatalytic asymmetric oxa-Michael addition triggered cascade reactions.

Graphical abstract: Recent advances in organocatalytic asymmetric oxa-Michael addition triggered cascade reactions
Review Article

Recent advances in tandem selenocyclization and tellurocyclization with alkenes and alkynes

This review highlights recent progress in tandem selenocyclization and tellurocyclization with alkenes and alkynes, with an emphasis on the scopes, limitations and mechanisms of these different reactions.

Graphical abstract: Recent advances in tandem selenocyclization and tellurocyclization with alkenes and alkynes
Review Article

Recent advances in the synthesis of bridgehead (or ring-junction) nitrogen heterocycles via transition metal-catalyzed C–H bond activation and functionalization

An update on recent advances in the synthesis of bridgehead nitrogen fused heterocycles via transition metal-catalyzed C–H activation and functionalization is reported.

Graphical abstract: Recent advances in the synthesis of bridgehead (or ring-junction) nitrogen heterocycles via transition metal-catalyzed C–H bond activation and functionalization
Review Article

Recent advances in the synthesis of xanthones and azaxanthones

A useful chemical toolbox for (aza)xanthones from 2012 to 2020 that covers the optimization of known procedures and novel methodologies.

Graphical abstract: Recent advances in the synthesis of xanthones and azaxanthones
Review Article

Recent progress in the usage of tetrabromo-substituted naphthalenetetracarboxylic dianhydride as a building block to construct organic semiconductors and their applications

The recent synthetic strategies and significant applications of TBNDA and their derivatives as promising building blocks to construct π-expanded semiconductors have been carefully summarized in this review.

Graphical abstract: Recent progress in the usage of tetrabromo-substituted naphthalenetetracarboxylic dianhydride as a building block to construct organic semiconductors and their applications
Review Article

Enzymatic and non-enzymatic crosslinks found in collagen and elastin and their chemical synthesis

This review summarized the enzymatic and non-enzymatic crosslinks found in collagen and elastin and their organic synthesis.

Graphical abstract: Enzymatic and non-enzymatic crosslinks found in collagen and elastin and their chemical synthesis
Review Article

Organoselenium chemistry-based polymer synthesis

Novel synthesis of selenium containing polymers with pre-determined structures and applications thereof.

Graphical abstract: Organoselenium chemistry-based polymer synthesis
Review Article

Cavity-based applications of metallo-supramolecular coordination cages (MSCCs)

This review describes cavity-based applications of cage-like SCCs such as molecular recognition and separation, stabilization of reactive species by encapsulation, as drug delivery systems and as molecular flasks.

Graphical abstract: Cavity-based applications of metallo-supramolecular coordination cages (MSCCs)
Review Article

Recent advances in nitro-involved radical reactions

Significant progress in the chemistry of nitro radicals has been witnessed in the past decades, providing efficient and rapid access to nitro-containing compounds. This review describes recent advances in nitro-involved radical reactions, and summarizes various transformations.

Graphical abstract: Recent advances in nitro-involved radical reactions
Review Article

Advances in the catalytic asymmetric synthesis of quaternary carbon containing cyclobutanes

The advances in the catalytic asymmetric synthesis of quaternary carbon containing cyclobutanes are described.

Graphical abstract: Advances in the catalytic asymmetric synthesis of quaternary carbon containing cyclobutanes
Review Article

Promising reagents for difluoroalkylation

This review describes recent advances in difluoroalkylation reactions using different substrates.

Graphical abstract: Promising reagents for difluoroalkylation
Review Article

Recent advances in metal catalyzed or mediated cyclization/functionalization of alkynes to construct isoxazoles

This review summarized the recent developments in metal catalyzed or mediated cyclization/functionalization of alkynes to construct isoxazoles.

Graphical abstract: Recent advances in metal catalyzed or mediated cyclization/functionalization of alkynes to construct isoxazoles
Review Article

Radical reactions promoted by trivalent tertiary phosphines

The background and recent breakthroughs in the single-electron-transfer (SET) reactions with trivalent tertiary phosphines are summarized and discussed in detail, and an outlook in the developments within this field is provided.

Graphical abstract: Radical reactions promoted by trivalent tertiary phosphines
Review Article

Light-mediated olefin coordination polymerization and photoswitches

This review outlines photoswitchable, transition metal-based olefin coordination polymerization catalysts ranging from homogeneous to heterogeneous, and monometallic to bimetallic regimes.

Graphical abstract: Light-mediated olefin coordination polymerization and photoswitches
Review Article

One-electron oxidative dehydrogenative annulation and cyclization reactions

This review focuses on the recent advances in one-electron oxidation involved oxidative dehydrogenative annulations and cyclizations for the intermolecular and intramolecular construction of valuable ring structures.

Graphical abstract: One-electron oxidative dehydrogenative annulation and cyclization reactions
Review Article

Recent advances in cyclization reactions of unsaturated oxime esters (ethers): synthesis of versatile functionalized nitrogen-containing scaffolds

We summarized recent advances in cyclization reactions of unsaturated oxime esters (ethers), which provide diversiform functionalized nitrogen-containing scaffolds.

Graphical abstract: Recent advances in cyclization reactions of unsaturated oxime esters (ethers): synthesis of versatile functionalized nitrogen-containing scaffolds
Review Article

Recent progress in the synthesis of limonoids and limonoid-like natural products

Recent progress in syntheses of limonoids and limonoid-like natural products is reviewed. The current “state-of-art” advance on novel synthetic strategy are summarized and future outlook will be presented.

Graphical abstract: Recent progress in the synthesis of limonoids and limonoid-like natural products
Review Article

Recent developments in 1,6-addition reactions of para-quinone methides (p-QMs)

In this review, we provide a comprehensive overview of recent progress in this rapidly growing field by summarizing the 1,6-conjugate addition and annulation reactions of p-QMs with consideration of their mechanisms and applications.

Graphical abstract: Recent developments in 1,6-addition reactions of para-quinone methides (p-QMs)
Review Article

Cross-dehydrogenative coupling involving benzylic and allylic C–H bonds

Benzylic and allylic C–H bonds are coupled with C(sp)–H, C(sp2)–H and C(sp3)–H bonds in a straightforward and high atom-economic manner.

Graphical abstract: Cross-dehydrogenative coupling involving benzylic and allylic C–H bonds
Review Article

Transition metal-catalyzed coupling of heterocyclic alkenes via C–H functionalization: recent trends and applications

Heterocyclic alkenes and their derivatives are an important class of reactive feedstock and valuable synthons. This review highlights the transition-metal-catalyzed coupling of heterocyclic alkenes via a C–H functionalization strategy.

Graphical abstract: Transition metal-catalyzed coupling of heterocyclic alkenes via C–H functionalization: recent trends and applications
Review Article

Recent developments in palladium-catalyzed C–S bond formation

This review summarized the recent developments in palladium-catalyzed C–S bond formation involving sulfenylation and sulfonylation reactions.

Graphical abstract: Recent developments in palladium-catalyzed C–S bond formation
Review Article

Cooperative photoredox and chiral hydrogen-bonding catalysis

Chiral hydrogen-bonding catalysis is a classic strategy in asymmetric organocatalysis. Recently, it has been used to cooperate with photoredox catalysis, becoming a powerful tool to access optical pure compounds via radical-based transformations.

Graphical abstract: Cooperative photoredox and chiral hydrogen-bonding catalysis
Review Article

Anthranils: versatile building blocks in the construction of C–N bonds and N-heterocycles

This review article provides an overview of the recent progress in the transformations of anthranils, which have emerged as versatile building blocks in the assembly of various C–N bonds and medicinally active heterocyclic systems.

Graphical abstract: Anthranils: versatile building blocks in the construction of C–N bonds and N-heterocycles
Review Article

Chelation-assisted transition metal-catalysed C–H chalcogenylations

This review summarizes recent advances in C–S and C–Se formations via transition metal-catalyzed C–H functionalization utilizing directing groups to control the site-selectivity.

Graphical abstract: Chelation-assisted transition metal-catalysed C–H chalcogenylations
Review Article

Recent progress in C(aryl)–C(alkyl) bond cleavage of alkylarenes

Cleavage of the C(aryl)–C(alkyl) σ-bond is important both in academy and industry as it holds the potential to provide straightforward access to a variety of targets from readily available chemical feedstocks such like alkylarenes.

Graphical abstract: Recent progress in C(aryl)–C(alkyl) bond cleavage of alkylarenes
Review Article

Trifluoroacetimidoyl halides: a potent synthetic origin

In the review, recent advances in the synthetic applications of trifluoroacetimidoyl halides have been summarized.

Graphical abstract: Trifluoroacetimidoyl halides: a potent synthetic origin
Review Article

Recent advances in the synthesis of indoles from alkynes and nitrogen sources

This review highlights ten years of success in the synthesis of indoles using alkynes and nitrogen sources as substrates.

Graphical abstract: Recent advances in the synthesis of indoles from alkynes and nitrogen sources
Review Article

Recent advances in the total synthesis of cyclobutane-containing natural products

Recent developments of strategies on the construction of cyclobutanes and their application in complex natural product synthesis are discussed.

Graphical abstract: Recent advances in the total synthesis of cyclobutane-containing natural products
52 items

About this collection

Critical reviews and highlight articles published in Organic Chemistry Frontiers during 2020 are collated as below for the benefit of readers.

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