Themed collection Most popular organic chemistry articles

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Recent advances of 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) in photocatalytic transformations

In this review, the recent advances of the application of 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) as a photoredox catalyst in the past three years (2016–2018) for various organic reactions are summarized.

Graphical abstract: Recent advances of 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) in photocatalytic transformations
From the themed collection: Most popular organic chemistry articles
Feature Article

Recent advances in sulfonylation reactions using potassium/sodium metabisulfite

Recently, sulfonylation reactions using potassium/sodium metabisulfite as the sulfur dioxide surrogate have been developed rapidly. In most cases, the transformations go through radical processes with the insertion of sulfur dioxide under mild conditions. Additionally, transition metal catalysis is applied in the reactions for the synthesis of sulfonyl-containing compounds.

Graphical abstract: Recent advances in sulfonylation reactions using potassium/sodium metabisulfite
From the themed collection: Most popular organic chemistry articles
Feature Article

Gold and hypervalent iodine(III): liaisons over a decade for electrophilic functional group transfer reactions

Building on mechanistic perspective, the review intends to demonstrate how the uniqueness of Au-catalysts has realized a myriad of electrophilic functional group transfer reactions with the use of hypervalent iodine(III) reagents over the last decade.

Graphical abstract: Gold and hypervalent iodine(iii): liaisons over a decade for electrophilic functional group transfer reactions
From the themed collection: ChemComm Community – Dedicated Authors
Feature Article

Recent advances in phosphine catalysis involving γ-substituted allenoates

This feature article will describe the selected examples of organophosphine catalysis of γ-substituent allenoates with a wide range of electrophiles to give diverse annulations.

Graphical abstract: Recent advances in phosphine catalysis involving γ-substituted allenoates
From the themed collection: Most popular organic chemistry articles
Feature Article

Photoinduced deaminative strategies: Katritzky salts as alkyl radical precursors

Primary amines are one of the most predominant functional groups found in organic molecules. This review covers the most recent developments on photocatalytic deaminative strategies by using Katritzky Salts as alkyl radical reservoirs.

Graphical abstract: Photoinduced deaminative strategies: Katritzky salts as alkyl radical precursors
Feature Article

Stereochemical diversity in pyrrolidine synthesis by catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides

The aim of this feature article is to show the stereochemical versatility of the metal-catalyzed asymmetric 1,3-dipolar cycloaddition of azomethine ylides.

Graphical abstract: Stereochemical diversity in pyrrolidine synthesis by catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides
From the themed collection: Most popular organic chemistry articles
Feature Article

Recent advances in alkoxy radical-promoted C–C and C–H bond functionalization starting from free alcohols

This feature article summarizes our recent achievements in alkoxy radical-promoted C–C and C–H bond functionalization starting from free alcohols.

Graphical abstract: Recent advances in alkoxy radical-promoted C–C and C–H bond functionalization starting from free alcohols
Feature Article

Recent advances in the synthesis of axially chiral biaryls via transition metal-catalysed asymmetric C–H functionalization

Recent advances in the synthesis of axially chiral biaryls via transition metal-catalysed asymmetric C–H functionalization are reported.

Graphical abstract: Recent advances in the synthesis of axially chiral biaryls via transition metal-catalysed asymmetric C–H functionalization
From the themed collection: Most popular organic chemistry articles
Open Access Feature Article

Proton-coupled multi-electron transfer and its relevance for artificial photosynthesis and photoredox catalysis

Photoinduced PCET meets catalysis, and the accumulation of multiple redox equivalents is of key importance.

Graphical abstract: Proton-coupled multi-electron transfer and its relevance for artificial photosynthesis and photoredox catalysis
From the themed collection: Most popular organic chemistry articles
Communication

Visible-light-mediated arylation of ortho-hydroxyarylenaminones: direct access to isoflavones

The first visible-light-promoted direct synthesis of isoflavones following the arylation of ortho-hydroxyarylenaminones by aryl onium salts was developed.

Graphical abstract: Visible-light-mediated arylation of ortho-hydroxyarylenaminones: direct access to isoflavones
From the themed collection: Most popular organic chemistry articles
Communication

Photocatalytic decarboxylative alkenylation of α-amino and α-hydroxy acid-derived redox active esters by NaI/PPh3 catalysis

Herein, we report the photocatalytic decarboxylative alkenylation reactions of N-(acyloxy)phthalimide derived from α-amino and α-hydroxy acids with 1,1-diarylethene, and with cinnamic acid derivatives through double decarboxylation, using NaI and PPh3 as redox catalysts.

Graphical abstract: Photocatalytic decarboxylative alkenylation of α-amino and α-hydroxy acid-derived redox active esters by NaI/PPh3 catalysis
Communication

A general and green fluoroalkylation reaction promoted via noncovalent interactions between acetone and fluoroalkyl iodides

The first example of visible light promoted fluoroalkylation reactions initiated via noncovalent interactions between solvents and RFI is presented.

Graphical abstract: A general and green fluoroalkylation reaction promoted via noncovalent interactions between acetone and fluoroalkyl iodides
From the themed collection: Most popular organic chemistry articles
Communication

Regioselective synthesis of 4-fluoro-1,5-disubstituted-1,2,3-triazoles from synthetic surrogates of α-fluoroalkynes

This TFA-catalyzed [3+2] cycloaddition of organic azides with α-fluoronitroalkenes, used as synthetic surrogates of α-fluoroalkynes, provides a new route to multi-substituted fluorotriazoles with broader substrate scopes and high regioselectivity.

Graphical abstract: Regioselective synthesis of 4-fluoro-1,5-disubstituted-1,2,3-triazoles from synthetic surrogates of α-fluoroalkynes
Communication

Metal-free sulfonyl radical-initiated cascade cyclization to access sulfonated indolo[1,2-a]quinolines

A metal-free cascade reaction was developed for the synthesis of indolo[1,2-a]quinoline derivatives from arylsulfonyl hydrazides and 1-(2-(arylethynyl)phenyl)indoles in the presence of TBAI/TBHP.

Graphical abstract: Metal-free sulfonyl radical-initiated cascade cyclization to access sulfonated indolo[1,2-a]quinolines
From the themed collection: Most popular organic chemistry articles
Communication

Photoinduced synthesis of fluorinated dibenz[b,e]azepines via radical triggered cyclization

A simple, mild and efficient approach to access fluorinated dibenz[b,e]azepines via visible-light photoredox catalysis is presented.

Graphical abstract: Photoinduced synthesis of fluorinated dibenz[b,e]azepines via radical triggered cyclization
Communication

Pd/NHC-catalyzed cross-coupling reactions of nitroarenes

N-Heterocyclic carbene (NHC) ligands effective for the cross-coupling of nitroarenes were identified.

Graphical abstract: Pd/NHC-catalyzed cross-coupling reactions of nitroarenes
From the themed collection: Most popular organic chemistry articles
Communication

Intramolecular palladium(II)/(IV) catalysed C(sp3)–H arylation of tertiary aldehydes using a transient imine directing group

Indane-aldehydes are formed using palladium catalysis and a transient directing group to promote intramolecular C–H functionalisation with aryl bromides.

Graphical abstract: Intramolecular palladium(ii)/(iv) catalysed C(sp3)–H arylation of tertiary aldehydes using a transient imine directing group
From the themed collection: Most popular organic chemistry articles
Communication

Transition-metal- and oxidant-free directed anodic C–H sulfonylation of N,N-disubstituted anilines with sulfinates

A new, practical directed anodic C–H sulfonylation of N,N-disubstituted anilines with sodium sulfinates for producing o- or p-amino arylsulfones and diarylsulfones is described.

Graphical abstract: Transition-metal- and oxidant-free directed anodic C–H sulfonylation of N,N-disubstituted anilines with sulfinates
From the themed collection: Most popular organic chemistry articles
Communication

Straightforward chemo- and stereoselective fluorocyclopropanation of allylic alcohols: exploiting the electrophilic nature of the not so elusive fluoroiodomethyllithium

The not so elusive carbenoid fluoroiodomethyllithium disclosed its electrophilic nature in an unprecedented direct and stereoselective fluorocyclopropanation of allylic alcohols.

Graphical abstract: Straightforward chemo- and stereoselective fluorocyclopropanation of allylic alcohols: exploiting the electrophilic nature of the not so elusive fluoroiodomethyllithium
From the themed collection: Most popular organic chemistry articles
Communication

Gold redox catalysis for cyclization/arylation of allylic oximes: synthesis of isoxazoline derivatives

Base-assisted diazonium activation has been employed to promote gold(I)/(III) redox catalysis toward allylic oxime cyclization/aryl coupling.

Graphical abstract: Gold redox catalysis for cyclization/arylation of allylic oximes: synthesis of isoxazoline derivatives
From the themed collection: Most popular organic chemistry articles
Communication

Nickel-catalysed dehydrogenative coupling of aromatic diamines with alcohols: selective synthesis of substituted benzimidazoles and quinoxalines

The nickel-catalysed dehydrogenative coupling of 1,2-di-amino-benzene with primary alcohols and diols for the synthesis of N-heterocycles is reported. The catalytic protocol enables the transformation in up to 91% yield and generates water and hydrogen gas as byproducts.

Graphical abstract: Nickel-catalysed dehydrogenative coupling of aromatic diamines with alcohols: selective synthesis of substituted benzimidazoles and quinoxalines
From the themed collection: Most popular organic chemistry articles
Communication

Direct biocatalysed synthesis of first sulfur-, selenium- and tellurium- containing L-ascorbyl hybrid derivatives with radical trapping and GPx-like properties

6-O-L-Ascorbyl selenoesters, thioesters and telluroesters can be efficiently and directly prepared from L-ascorbic acid and suitable functionalised chalcogenoesters through lipase-catalysed transesterification reactions.

Graphical abstract: Direct biocatalysed synthesis of first sulfur-, selenium- and tellurium- containing l-ascorbyl hybrid derivatives with radical trapping and GPx-like properties
From the themed collection: Most popular organic chemistry articles
Communication

A ‘sulfonyl-azide-free’ (SAFE) aqueous-phase diazo transfer reaction for parallel and diversity-oriented synthesis

Diazo transfer reactions are notoriously associated with the use of potentially explosive sulfonyl azides. Handling of the latter can be avoided with the use of this new protocol.

Graphical abstract: A ‘sulfonyl-azide-free’ (SAFE) aqueous-phase diazo transfer reaction for parallel and diversity-oriented synthesis
From the themed collection: Most popular organic chemistry articles
Communication

Visible light mediated, metal-free carbene transfer reactions of diazoalkanes with propargylic alcohols

The photolysis of donor–acceptor diazoalkanes in the presence of propargylic alcohols furnishes valuable, sterically demanding tetra-substituted cyclopropenes in high yield under metal-free conditions.

Graphical abstract: Visible light mediated, metal-free carbene transfer reactions of diazoalkanes with propargylic alcohols
From the themed collection: Organic Synthesis
Communication

Trifluoromethylthiolative 1,2-difunctionalization of alkenes with diselenides and AgSCF3

An efficient regioselective difunctionalization of alkenes via trifluoromethylthiolation has been accomplished employing diaryl diselenide and AgSCF3 in the presence of BF3·OEt2.

Graphical abstract: Trifluoromethylthiolative 1,2-difunctionalization of alkenes with diselenides and AgSCF3
From the themed collection: Most popular organic chemistry articles
Communication

Iodine–DMSO-promoted divergent reactivities of arylacetylenes

An unprecedented set of efficient, economical, atom-economic and exceedingly selective I2–DMSO-promoted methods is described for the generation of different structures.

Graphical abstract: Iodine–DMSO-promoted divergent reactivities of arylacetylenes
From the themed collection: Most popular organic chemistry articles
Communication

Exogenous-oxidant-free electrochemical oxidative C–H phosphonylation with hydrogen evolution

We herein report a versatile and environmentally friendly electrochemical oxidative C–H phosphonylation protocol.

Graphical abstract: Exogenous-oxidant-free electrochemical oxidative C–H phosphonylation with hydrogen evolution
From the themed collection: Most popular organic chemistry articles
Communication

Synthesis of indoles and quinazolines via additive-controlled selective C–H activation/annulation of N-arylamidines and sulfoxonium ylides

Selective synthesis of indoles and quinazolines was achieved through a precise control of C–H activation/annulation by changing additives.

Graphical abstract: Synthesis of indoles and quinazolines via additive-controlled selective C–H activation/annulation of N-arylamidines and sulfoxonium ylides
From the themed collection: Most popular organic chemistry articles
Communication

Regioselective synthesis of polycyclic sulfones via radical-induced three-component bicyclization cascades

New radical-triggered three-component bicyclization cascades of 2-alkynylaryldiazonium tetrafluoroborates with a sulfur dioxide surrogate DABCO·(SO2)2 and internal alkynes have been reported for the first time, leading to 49 examples of polycyclic sulfones with moderate to good yields.

Graphical abstract: Regioselective synthesis of polycyclic sulfones via radical-induced three-component bicyclization cascades
From the themed collection: Most popular organic chemistry articles
Communication

Laser synthesis of oxygen vacancy-modified CoOOH for highly efficient oxygen evolution

Laser ablation in liquids has been, for the first time, employed to produce oxygen vacancy-modified CoOOH nanosheets for efficient water oxidation.

Graphical abstract: Laser synthesis of oxygen vacancy-modified CoOOH for highly efficient oxygen evolution
From the themed collection: Most popular organic chemistry articles
Communication

Silver-catalyzed decarboxylative radical cascade cyclization toward benzimidazo[2,1-a]isoquinolin-6(5H)-ones

A decarboxylative radical addition/cyclization strategy was developed, by which a wide range of benzimidazo[2,1-a]isoquinoline-6(5H)-ones were prepared via reaction of 2-arylbenzoimidazoles and carboxylic acids.

Graphical abstract: Silver-catalyzed decarboxylative radical cascade cyclization toward benzimidazo[2,1-a]isoquinolin-6(5H)-ones
From the themed collection: Most popular organic chemistry articles
Communication

Thiourea dioxide as a source of sulfonyl groups: photoredox generation of sulfones and sulfonamides from heteroaryl/aryl halides

Thiourea dioxide is applied as the source of sulfonyl groups for the efficient synthesis of heteroaryl sulfones and sulfonamides from heteroaryl halides under visible light irradiation. This transformation proceeds through a radical process via heteroaryl sulfinate intermediates, as supported by EPR spectroscopy and DFT calculations.

Graphical abstract: Thiourea dioxide as a source of sulfonyl groups: photoredox generation of sulfones and sulfonamides from heteroaryl/aryl halides
From the themed collection: Most popular organic chemistry articles
Communication

Photoredox-catalyzed sulfonylation of alkyl iodides, sulfur dioxide, and electron-deficient alkenes

A photoredox-catalyzed sulfonylation of alkyl iodides, sulfur dioxide, and electron-deficient alkenes under mild conditions is achieved. Various functional groups including nitro, halo, acetyl, sufonyl, and pyridinyl are all tolerated under the photoredox conditions.

Graphical abstract: Photoredox-catalyzed sulfonylation of alkyl iodides, sulfur dioxide, and electron-deficient alkenes
From the themed collection: Most popular organic chemistry articles
Communication

Electrochemical oxidative C–H/N–H cross-coupling for C–N bond formation with hydrogen evolution

We herein report an electrochemical oxidative C–H/N–H cross-coupling reaction in an undivided cell.

Graphical abstract: Electrochemical oxidative C–H/N–H cross-coupling for C–N bond formation with hydrogen evolution
From the themed collection: Most popular organic chemistry articles
Communication

Thiourea participation in [3+2] cycloaddition with donor–acceptor cyclopropanes: a domino process to 2-amino-dihydrothiophenes

The Yb(OTf)3 catalyzed [3+2] cycloaddition of donor–acceptor cyclopropanes with thiourea offers an efficient route to diverse 2-amino-4,5-dihydrothiophenes.

Graphical abstract: Thiourea participation in [3+2] cycloaddition with donor–acceptor cyclopropanes: a domino process to 2-amino-dihydrothiophenes
From the themed collection: Most popular organic chemistry articles
35 items

About this collection

This specially curated collection pulls together some of the most popular recent ChemComm articles in the field of organic chemistry. The collection presents some outstanding contributions to the field, with research ranging from electrochemical cross-coupling reactions to asymmetric C‒H functionalization reactions. We hope you enjoy browsing through this collection.

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