Fachzeitschriften

European Journal of Organic Chemistry

Artikel

Exploring an Optimised Approach for Converting 6‐Thioguanosine Derivatives to Asymmetric Disulphides

von Karol Kurpiejewski et al.

· 28.03.2024

Here we present the systematic analysis of conversion of 6-thioguanosine derivatives into unsymmetrical disulphides. Within the work we explored three known strategies for the preparation of disulphide bonds for 6-thioguanosine and its phosphorylate...

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A Palladium‐Catalyzed Regioselective [3+2] Annulation Strategy to 1,2,3‐Oxathiazolidine‐2‐oxides

von Qian Liang et al.

· 28.03.2024

Palladium-catalyzed [3+2] annulation of N-sulfinylanilines with vinylethylene carbonates and vinyl epoxides has been reported, affording the 1,2,3-oxathiazolidine-2-oxides under mild reaction conditions. Further synthetic applications of 1,2,3-oxath...

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CAN Interceded Oxidative Coupling of β‐Dicarbonyl Compounds to 2‐Aryl/Heteroarylchromenes: A Regio‐ and Diastereoselective Synthesis of Tetrahydro‐benzofuro[3,2‐c]chromenones

von Sayanwita Panja et al.

· 28.03.2024

A CAN mediated oxidative coupling of 1,3-dicarbonyl compounds to 2-arylchromenes followed by cyclization affords tetrahydro-benzofuro[3,2-c]chromenones with regio- and diastereoselectivity in high yield. Abstract A promising and useful method has ...

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Lanthanum–Catalyzed One–Pot Synthesis of Chromeno–Fused Pyridine/Quinolinone Derivatives

von Kurma Siva et al.

· 28.03.2024

A facile one–pot method has been developed for the synthesis of chromeno fused pyridine/quinolinone derivatives. The reactions proceeded through the formation C−O, C−N and C−C bonds to form the title compounds. The bio–active compound 6H-chromeno[4,...

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Trifluoromethylsulfinylation Reaction of Activated Arenes and Indoles with Trifluoromethanesulfinyl Chloride

von Tian‐Cheng Zhong et al.

· 28.03.2024

A facile method for the trifluoromethylsulfinylation of activated arenes with trifluoromethanesulfinyl chloride in the presence of Lewis acid was developed. The protocol could be expanded to the perfluoroalkylsulfinylation of activated arenes, as we...

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Synthesis of Bicyclo[1.1.1]pentane Carboxamides and Ketones from [1.1.1]Propellane

von Min Ling et al.

· 28.03.2024

A convenient method for acylation of [1.1.1]propellane to give bicyclo[1.1.1]pentane (BCP) carboxamides and ketones has been developed. It provides a straightforward one-step access to monosubstituted BCP carboxamides, synthesis of which requires mu...

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Synthesis and Properties of Azadibenzo[a,e]pyrenes

von Aleksandra Khomutetckaia et al.

· 28.03.2024

Four different isomeric azadibenzo[a,e]pyrenes are prepared by combination of Pd-catalyzed Sonogashira and Suzuki cross-coupling, Brønsted acid mediated cycloisomerization and Pd-catalysed CH-activation reactions. The optical and electrochemical pro...

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Formylation of Propargylic Alcohols with Difluorocarbene

von Dan Mou et al.

· 28.03.2024

We have developed an efficient method for the formylation reaction of propargylic alcohols and sodium chlorodifluoroacetate under mild conditions. It is the first example of the use of difluorocarbene as a carbonyl source and the reaction of proparg...

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Synthesis and Photochemical Characterization of Indolizine Fluorophores Obtained by a Multicomponent Palladium Iodide−Catalyzed Oxidative Aminocarbonylation Approach

von Ida Ziccarelli et al.

· 28.03.2024

N,N-disubstituted 2-(indolizin-3-yl)acetamides with fluorescent properties are obtained in a multicomponent fashion starting from simple building blocks (2-(pyridin-2-yl)pent-4-yn-1-carbonyl compounds, CO, amines, and oxygen) through a sequential Pd...

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B(C6F5)3‐Catalysed Alkylation of Imidazo[1,2‐a]pyridines Using α,β‐Unsaturated Ketones

von Nusaybah Alotaibi et al.

· 28.03.2024

Fluorinated triarylboranes are employed as a metal free and sustainable catalysts for alkylation of 2-phenylimidazo[1,2-a]pyridines with α,β-unsaturated ketones. Abstract Fluorinated triarylboranes have shown a breadth of reactivity as catalysts f...

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Nickel‐Catalyzed Synthesis of Thioesters from Amides and Disulfides

von Wen‐Peng Mai et al.

· 28.03.2024

A novel nickel-catalyzed practical and simple synthesis of thioesters from amides and disulfides has been developed. Diverse substituted aromatic amides are capable of coupling with diaryl or dialkyl disulfides via C−N/S−S cleavage to produce the de...

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1,5,7‐Triazabicyclo[4.4.0]dec‐5‐ene (TBD): An Organocatalyst for Rapid Access to 3‐Hydroxyisoindolin‐1‐ones

von Chunling Blue et al.

· 28.03.2024

The bicyclic guanidine 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) was used as a catalyst to develop a method for the synthesis of 3-hydroxyisoindolin-1-ones from 3-alkylidenephthalides and amines. This method provides a rapid and more sustainable opt...

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Front Cover: Synthesis and Photochemical Characterization of Indolizine Fluorophores Obtained by a Multicomponent Palladium Iodide−Catalyzed Oxidative Aminocarbonylation Approach (Eur. J. Org. Chem. 12/2024)

von Ida Ziccarelli et al.

· 28.03.2024

The Front Cover shows the fluorescence of an indolizine derivative (ethyl 3-(2-morpholino-2-oxoethyl)indolizine-1-carboxylate) obtained through a sequential PdI2/KI-catalyzed oxidative aminocarbonylation-heterocyclization approach from ethyl 2-(pyri...

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Transition‐Metal‐Catalysed Transfer Hydrogenation Reactions with Glycerol and Carbohydrates as Hydrogen Donors

von Mohd Farhan et al.

· 28.03.2024

Transition-metal-catalysed transfer hydrogenation using non-toxic, low cost and renewable biomass as hydrogen donors represents a sustainable and promising approach for the reduction of organic compounds. In this context, glycerol and carbohydrates ...

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Allure of HFIP in Unsaturated Carbon−Carbon Bond Functionalization

von Suman Ghosh et al.

· 28.03.2024

This mini-review emphasizes the versatility and significance of hexafluoroisopropanol (HFIP) solvent in Lewis and Brønsted acid-catalyzed reactions, primality focusing on the regio- and stereoselective functionalization of unsaturated carbon-carbon ...

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Cp2Fe‐Mediated Electrochemical Synthesis of Functionalized Compounds: Recent Advances

von Ranran R. et al.

· 28.03.2024

This review focuses on Cp₂Fe-mediated electrosynthesis of diverse functionalized compounds with the newly formed C−N, C−C, C−P, and C−O bonds over the past decade. Abstract Unlike traditional organic methods, electrosynthesis has emerged as an env...

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Bimetallic Ru(II) Complex Catalysed β‐Alkylation of Secondary Alcohols and α‐Alkylation of Ketones: Selective Formation of Saturated Ketones

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N‐Directed defluorinative γ‐C(sp3)−H allylation of sulfamate esters for synthesis of gem‐difluoroalkenes via photoredox catalysis

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Base‐ and Visible‐Light‐Promoted Formation of 3‐Benzyl‐3‐Methoxyisoindolin‐1‐one

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Advances in Enzymatic Incorporation of Small Fluorine Modules

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Kinetic Resolution of a Planar–Chiral [2.2]Paracyclophane via Michael Addition to Nitroolefins Catalyzed by N‐Terminal Guanidinylated Helical Peptide

von Jiaqi Tian et al.

· 29.03.2024

N-terminal guanidinylated resin–supported helical peptides were found to catalyze the kinetic resolution of a planarly chiral 4-(2-nitrovinyl)[2.2] paracyclophane via asymmetric Michael addition with an s-factor reaching up to 111. Abstract Kineti...

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Heteroaryl 2‐Sulfonamide Synthesis by SN2 Reaction‐Oxidation Cascade

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On the Substrate Scope of Dimethylsulfonium Propionate Lyases toward Dimethylsulfoxonium Propionate Derivatives

von Anuj K. et al.

· 28.03.2024

Six DMSP lyases were investigated for their potential to cleave synthetic DMSOP analogs with longer alkyl chains into sulfoxides and acrylate. The pH dependency and enzyme kinetics of these reactions were determined, showing efficient transformation...

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Palladium Catalyzed Carbonyl Amination of Fluorinated Olefins for Synthesis of α‐CF3‐Acrylamides

von Yang Li et al.

· 27.03.2024

We report an example of the carbonylation of fluorinated olefins to trifluoromethacrylamide catalyzed by palladium. By optimizing reaction conditions, we can obtain different amide compounds, including alkyl acrylamide. Aromatic acrylamide and heter...

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SO2F2‐Mediated Thioesterification of Carboxylic Acids with Thiols

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Boron‐Based Enantiomerism

von Manfred Braun

· 26.03.2024

Flat, tri-coordinate boron rears its had, becomes tetra-coordinate and chiral! When treated in an appropriate manner, it forms enantiomers that are configurationally stable. Only since recently, boron-stereogenic complexes are accessible by catalyti...

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Stereoselective Total Synthesis of Pyranicin and 4‐Epi‐Pyranicin from Carbohydrate Precursors

von Praveen Ambati et al.

· 26.03.2024

The total synthesis of pyranicin and 4-epi-pyranicin has been accomplished from carbohydrate precursors. The general synthetic strategy includes two main fragment formations: (1) THP fragment (2) Butenolide fragment. Abstract Herein, we describe a...

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Reactivity of Biomass‐Derived Olefins with Elemental Sulfur: Mechanistic Insight

von Nawoda L. et al.

· 26.03.2024

The reactivity of biomass-derived aryl olefins with elemental sulfur was studied at 180 and 230 °C and at three different sulfur/organic substrate ratios. Products resulting from a range of mechanisms were unveiled, including inverse vulcanization, ...

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Dehydrogenative N‐N Coupling and Facile Synthesis of Cobalt Complexes Supported by Tetrazene Based Ligand: Synthesis of Quinolines and Quinazolinones via Activation of Alcohols

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Photoinduced Generation of Active Intermediates from Unmodified 1,3‐Dicarbonyl Compounds for Organic Transformations

von Hao‐Yuan Li et al.

· 26.03.2024

This paper reviews the advancements in the site-specific activation of unmodified 1,3-dicarbonyl compounds via photoinduction, focusing on two activation mechanisms. The first involves photoinduced redox reactions, activating the α-position of the c...

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Exploitation of Mechanistic Product Selectivity for the Two‐Step Synthesis of Optically Active Bio‐Derived Cyclic Carbonates Incorporating Amino Acids

von Diego Jaraba et al.

· 26.03.2024

Synthesis of cyclic carbonates bearing amino acid functionality is described. The use of enantiopure amino acids and glycidol, in the initial formation of the substrate, combined with the stereo-retentive mechanism of the cycloaddition with CO₂ furn...

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Decarboxylative Amination of SMAHOs by Dialkyl Azodicarboxylates

von Marine Pinaud et al.

· 26.03.2024

The organocatalyzed decarboxylative addition of substituted malonic acid half oxyesters (SMAHOs) to dialkyl azodicarboxylates led to the formation of α-aminoester derivatives. The reaction can be performed under mild reaction conditions using 1,4-di...

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Recent Advances in the Direct N–C(sp2) Nitrone Synthesis from Oxime

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Exploring the Reactivity of Melanins as Photocatalysts for Reductive Dehalogenations

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Commercial transaminases for the asymmetric synthesis of bulky amines.

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Polymorphism and White Light Emission of 1‐Bromo‐3,5,7‐triphenyladamantane Compared with 1,3,5,7‐Tetraphenyladamantane

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Synthesis of a Bicyclo[1.1.1]pentane‐Containing Aromatic Lipoxin B4 Analogue and Heteroaromatic Congeners

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Aerobic Photoredox Catalyzed Oxamate Ester Synthesis from Bromodifluoroacetate Esters

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A ChemoEnzymatic Approach for the Preparation of “Linear‐Shaped” Diaryl Pyrazines as Potential Antiprotozoal Agents

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Metal‐Free K2S2O8 Mediated Synthesis of 3‐(Substituted)‐2‐Arylisoindolin‐1‐one Derivatives With Cascade C‐N / C‐C Bond Formations Via Radical Cyclization

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Photoinduced Radical Borylation of Alkyl Chlorides

von Lutao Bai et al.

· 22.03.2024

Under 400 nm visible light irradiation, primary and secondary alkyl chlorides can be activated in the presence of bis(neopentyl glycolato)diboron and an tert-butoxide to form alkyl radicals, which then react with diboron(4) compounds to afford alkyl...

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C(sp2)‐H Imination of Imidazo[1,2‐a]pyridines: A Catalyst‐Free, Multicomponent Approach

von Yadavalli Subba et al.

· 22.03.2024

We have developed a one-pot, three-component strategy for the Friedel-Crafts arylation of α-imino ketones with imidazopyridines under catalyst-free conditions. The reaction did not require any inert conditions and proceeded at room temperature in th...

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Cyclodextrin‐Based Catenanes Platformed with meso‐Arylporphyrin

von Kaoru Asai et al.

· 22.03.2024

“Padlock” structures comprising cyclodextrin (CD) catenanes were successfully constructed using a strong intermolecular interaction of CD with meso-arylporphyrin in water. A water soluble Grubbs's catalyst was used for interlocking CD onto the porph...

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Direct Diels‐Alder Reaction of Biomass‐Derived Furfurol with Maleimides in a Bio‐Based Green Solvent

von Elpida Skolia et al.

· 22.03.2024

The upconversion of biomass-derived furfurol through a direct Diels-Alder reaction with maleimides in 2-Me-THF enabled the construction of various heterocyclic compounds, while switching the reaction selectivity depending on the temperature. Abstr...

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Palladium‐Catalyzed C8‐Fluoroalkylation and C8‐Fluoroalkenylation of Naphthalenes by C−H Activation

von Hugo Amistadi‐Revol et al.

· 22.03.2024

The successful realization of direct palladium-catalyzed C8-fluoroalkylation and C8-fluoroalkenylation of naphthalene derivatives has been accomplished, employing iodonium salts as coupling partners. The reactions exhibited complete C8-regioselectiv...

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A Practical, Scalable Synthesis of 1,18‐Octadecanedioic acid‐Paclitaxel (ODDA‐PTX)

von Vincenzo Rositano et al.

· 22.03.2024

1,18-Octadecanedioic acid-paclitaxel (ODDA-PTX) emerged as a promising paclitaxel prodrug, thanks to its high efficacy and low toxicity. A novel strategy for its synthesis has been developed. It affords the product with high purity and can be practi...

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Selective Synthesis of Functionalized 3(2H)‐Furanones via Tandem Michael Addition/Rearrangement/Cyclization Reaction of Aliphatic Alkynones: A Combined Experimental and Theoretical Study

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Selective Palladium(II)‐Catalyzed Dimerization of Styrenes and Acrylates in Molten Tetrabutylammonium Acetate as an Ionic Liquid

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Mechanochemical Assembly of a Nitrile‐Based Directing Group in Arylacetic AcidsUsing the Passerini 3‐CR: Exploration of the Pd(II)‐Catalyzed meta‐C(sp2)‐H Bond olefination Process

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Recent Advances in the Synthesis of Chiral Allenes via Asymmetric 1,4‐Difunctionalization of 1,3‐Enynes

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Visible‐Light‐Induced Metal‐Free Three‐Component Amidoheteroarylation of Alkenes to Synthesize β‐(Hetero)arylethylamines

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Polyhalogenated Carbohydrates: Synthesis and Applications of Sugar Halides from Fluorine to Iodine

von Olivier Lessard et al.

· 21.03.2024

The societal importance of sucralose (a trichlorinated disaccharide) doesn't fade over time. This review focuses on the synthesis and applications of polyhalogenated carbohydrates incorporating fluorine, chlorine, bromine, and iodine atoms. An overv...

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Uranyl‐Organic Framework as Hydrogen Atom Transfer Catalyst for Visible‐Light‐Driven Heterogeneous Hydroacylation of Azodicarboxylates

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Double winding vine‐shaped biphenyl with molecular asymmetry. Synthesis, structure, and properties

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[N–I–N] Type Halogen Bonding: Structure, Synthesis and Applications

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Molecular Networking‐Guided Discovery of Kyonggic Acids in Massilia spp.

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Co‐Catalyzed Peroxidation of Cyclic β‐Dicarbonyls

von Oleg V. et al.

· 20.03.2024

The reactivity of cyclic β-dicarbonyls (cyclic β-diketones, 4-hydroxy-2(5H)-furanones, and Meldrum‘s acids) towards metal/hydroperoxide system was disclosed. An efficient method for the peroxidation of 4-hydroxy-2(5H)-furanones and Meldrum's acids w...

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Recent Advances of 2‐Nitroglycals as Powerful Glycosyl Donors

von Xinxin Li et al.

· 20.03.2024

2-Nitroglycals are important synthons for biological active 2-aminoglycosides, glycoconjugates and natural products synthesis. Herein, we summarized the recent advance of 2-nitroglycals from 2014 to 2023. A plethora of applications on the synthesis ...

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Phosphine‐Catalyzed 1,6‐Addition and Tandem Addition/Self‐Aldol Condensation Reactions of para‐Quinone Methides with Thiols

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Ligand‐Free Cu(0) Catalyzed C–S Cross‐Coupling Ullmann‐type Reaction: S‐Arylation of 5,4‐Disubstituted‐2,4‐dihydro‐3H‐1,2,4‐triazole‐3‐thiones.

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Visible‐Light Induced Trifluoromethylation/Cyclization of Unactivated Alkene‐Bound Quinazolinones

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Hexafluoroisopropanol Catalyzed Ring‐Opening‐Cyclization of Donor−Acceptor Cyclopropanes with Primary Amines

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Cu(III)‐CF3 Compound‐Activated DMSO: An Efficient Oxidizing Reagent to Convert Alcohols to Ketones

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Adventures in the Chemistry of Multicomponent and Domino Reactions

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Halogen Promoted Desulfurative Cleavage of Cyclopropylmethyl Thioethers and Amination of the Formed Cyclopropylcarbinyl Cations

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Photochemical Trifluoromethylative Difunctionalization of Styrenes and Phenylacetylenes via a Catalytic EDA Platform

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Mechanistic Insights into Urea‐, Thiourea‐, and Isothiourea‐Based Bifunctional Tetraarylphosphonium Salt Catalysis for Conversion of Carbon Dioxide to Cyclic Carbonates

von Yasunori Toda et al.

· 18.03.2024

This paper describes the development of bifunctional organocatalysts for the reaction of epoxides with atmospheric pressure of carbon dioxide. Isothiourea, thiourea, and urea groups are effective hydrogen bond donors for the carbon dioxide fixation....

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One‐Pot Synthesis of 2‐(Alkylsulfanyl)quinolines from Aryl Isothiocyanates and Allenes or Alkynes

von Nina A. et al.

· 18.03.2024

A simple and convenient approach to new families of variously substituted 2-(alkylsulfanyl)quinolines, which are difficult to access via traditional methods for quinolines synthesis, is reported. Allenes or alkynes, aryl isothiocyanates, and alkylat...

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Reactivity of Electrophilic Trifluoromethylating Reagents

von Daria S. et al.

· 18.03.2024

The second-order rate constants for the reactions of Umemoto's reagents I (X=H) and II (X=F) with carbanions follow the correlation lg k ₂=s _N(N+E) and allow to calculate their electrophilic reactivity parameters E. The reactivities of Togni's hyper...

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Green Light‐Responsive D‐π‐A‐π‐D Quinoxaline Emitters for Luminescent Solar Concentrators: Potential Integration in Agrivoltaic Systems

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A New Strategy for the Synthesis of (+)‐Crambescin B Decarboxylate

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Tf2O‐Promoted Synthesis of Ureas, Carbamates and Thiocarbamate via Lossen Rearrangement: A Mechanistic Insight

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A Simple Device for Automated Mixing of Heterogeneous Solid‐Liquid Reactions During In‐Situ Monitoring by NMR Spectroscopy

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Effects of a Larger N‐Heterocyclic Ring in Rofecoxib Analogues on AIE Activity and Multifunctional Applications

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Organocatalyzed Asymmetric Michael Addition of 4‐Monosubstituted‐pyrazol‐5‐ones to Enones: Construction of Vicinal Quaternary and Tertiary Stereocenters

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Visible‐Light Promoted Minisci–Type Cyanoalkylation of Azauracils via C‐C Bond Cleavage

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Investigations on Superbase Mediated Reactivity of N‐Tosylhydrazones with Aza‐ortho‐Quinone Methide Precursors

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Selective Transformation of 1,3‐Cyclooctadiene into Novel Functionalized Azaheterocycles, β‐Amino Esters, and Lactams by Means of Ring‐Rearrangement Metathesis

von Anas Semghouli et al.

· 15.03.2024

Diversity-oriented synthesis of some novel functionalized azaheterocyclic β-amino esters with multiple chiral centers from 1,3-cyclooctadiene-based β-amino acids has been accomplished through stereocontrolled metathesis protocols. Abstract Diversi...

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Nitrile Furanics via Copper‐Catalyzed Dehydration of Aldoximes and Knoevenagel Condensation

von Mattia Annatelli et al.

· 15.03.2024

Nitrile furanic compounds have been prepared employing two simple synthetic approaches; i) dehydration of aldoximes and ii) Knoevenagel condensation. Both methodologies were firstly tested and optimized on furfural and thus exploited on 5-hydroxymet...

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Synthesis of β‐Aryl‐α,β‐Dehydroaminophosphonates by Pd‐Catalyzed Fujiwara–Moritani C−C Coupling

von Javier Sáez et al.

· 15.03.2024

β-aryl-N-acetyl-α,β-dehydroaminophosphonic esters can be synthesized through oxidative Fujiwara–Moritani C−C coupling of different arenes with diethyl α,β-dehydroaminophosphonate 1, process catalyzed by Pd²⁺ and assisted by Ag⁺. The reaction is regi...

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Dynamic Covalent Synthesis Applied to Optoelectronic and Energy Materials: Design, Applications and Limitations

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Molybdenum‐Catalyzed One‐Pot Multi‐Step Synthesis of N‐Polyheterocycles from Nitroarenes and Glycols

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Synthesis, Structures, Electrochemical and Optical Properties of Vinyl‐Extended Tetrathiafulvalene Derivatives Functionalized with Two 2,6‐Dicyano‐λ5‐Phosphinine Units

von Tomoya Misaki et al.

· 15.03.2024

Derivatives of vinyl-extended tetrathiafulvalene functionalized two 2,6-dicyano-λ ⁵-phosphinine units have been successfully synthesized, and characterized by X-ray structural analyses, cyclic voltammetry, absorption, and emission spectroscopies. ...

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Base‐Regulated Synthesis of the Bestmann‐Ohira or Seyferth‐Gilbert Reagent Utilizing FSO2N3

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Benzocoumarin‐Fused Triskelions Exhibit AIEE Due to Inhibited Molecular Inversion

von Masafumi Ueda et al.

· 14.03.2024

Triskelion-shaped AIEgens consisting of benzo[f], [g], and [h]coumarin units (2F, 2G, and 2H) were successfully synthesized through the intramolecular Ullmann coupling. These compounds adopt unique π-twisted helical geometries because of the fusion ...

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Practical and Divergent Synthesis of Carbocyclic Pyrazolo[3,4‐d]pyrimidine Nucleoside Analogues

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Synthesis of Artemisinin G from Artemisinin via Photocatalysis

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N‐Heterocyclic Carbene–Catalyzed Kinetic Resolution of 3–Nitro–1,2–dihydroquinolines: Asymmetric Synthesis of All C2–, C3– and C4–Functionalized Tetrahydroquinolines

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Thiophane‐Catalyzed Umpolung of N‐Bromoimides for Dibromination of Olefins

von Miao Wang et al.

· 13.03.2024

This work reports a thiophane-catalyzed dibromination of olefins using NBS as the sole bromine source, wherein a new type of catalytic umpolung strategy of N-bromoimides is revealed. The mechanistic investigation revealed that in situ generated 2,3-...

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CO‐Boosted Protocol for the Photocatalytic C‐H Thiolation of Aldehydes Using Phenylthiobenzenesulfonate

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One‐Pot Gold/Acid‐Catalyzed Synthesis of Indolo[1,2‐a ]quinolin‐5(6H )‐ones from 1‐(2‐Ethynylphenyl)‐1H ‐indoles

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Simple and Efficient Method for Mono‐ and Di‐Amination of Polypyridine N‐Oxides

von Wessel Verbeet et al.

· 13.03.2024

A practical and convenient one–pot procedure for reductive ortho–amination of pyridyl N-oxides is described, using potassium phthalimide and tosyl chloride followed by hydrolysis. The scope and applicability of the reaction was demonstrated, providi...

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Unsymmetrical Anthracene Platforms as Singlet Oxygen Batteries: Effects of Substituents on Photooxygenation and Endoperoxide Thermolysis

von Paul De et al.

· 12.03.2024

Unsymmetrical anthracene derivatives have been synthetized and demonstrated a good ability to capture, store and release singlet oxygen (¹O₂). Kinetic studies performed by UV-visible spectroscopy revealed the influence of the substituents on the pho...

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Practical and Selective Syntheses of S‐Acyl and N‐Acyl Glutathiones with N‐Acyl Imidazoles in Water

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Hydroxymethyl‐Substituted Tetrathiatriarylmethanol with Variable Reactivity: Selective Access to Three Different Trityl Radicals by Unique Acid‐Mediated Reactions

von Yande Gao et al.

· 11.03.2024

Reactions of hydroxymethyl-substituted tetrathiatriarylmethanol with different acids are described. The reaction conditions were optimized for the selective synthesis of hydroxymethyl, methyl and aldehyde derivatives of trityl radicals as well as th...

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cis‐Linked Cyclotetraphenylenes: Synthesis, Structures and Fluorescence Properties

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Boron Complexes of Tridentate Acyl Pyridylhydrazones

von Alexander E. et al.

· 11.03.2024

A series of boron complexes of tridentate acyl pyridylhydrazones were prepared. Their facile synthesis relies on arylboronic acids for boron incorporation, enabling significant structural diversity, dual-state emission, and reversible electrochemica...

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Photo/Electrochemical‐Mediated C(sp3)–H Bond Functionalization of (Thio)Ethers

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The Green Synthesis of 2‐Pyrrolin‐5‐ones from Bio‐renewable Glyoxal, Diketones and Amines

von Aanuoluwapo O. et al.

· 08.03.2024

An efficient and environmentally benign method was developed for the synthesis of 2-pyrrolin-5-ones from dicarbonyl compounds, bio-renewable glyoxal, and amines. More than 25 new 2-pyrrolin-5-one compounds were synthesized in good to high yields und...

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Direct ortho‐Selective Amination of Naphthols with Nitroarenes through Transfer‐Hydrogenation

von Renchao Ma et al.

· 07.03.2024

An efficient transition-metal free synthesis of ortho-arylaminonaphthols from nitroarenes has been developed for the first time using alcohols or ethers as a hydrogen donor. Abstract Hydrogen atom transfer from commonly used solvents to nitroarene...

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Nitration of Pyrrolo[2,1‐a]isoquinolines with NaNO2/HFIP

von Xiang Huang et al.

· 07.03.2024

A mild nitration of pyrrolo[2,1-a]isoquinolines has been reached in a NaNO₂/HFIP reaction system. Abstract A mild nitration of pyrrolo[2,1-a]isoquinolines has been reached using sodium nitrite as nitro source in HFIP at ambient temperature. A vari...

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Unlocking the Power of Acyl Fluorides: A Comprehensive Guide to Synthesis and Properties.

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Synthesis and Application of a New Class of Planar and Centrally Chiral Ferrocenyl Amino Alcohol Ligands

von Annette Benson et al.

· 06.03.2024

The highly enantioselective, facile, scalable, and robust synthesis of a new family (14 examples) of amino alcohol ligands possessing planar and central chirality that is described. They were applied to the diethylzinc and diphenylzinc additions to ...

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Continuous Preparative Application of Amine Transaminase‐Catalyzed Reactions with Integrated Crystallization

von Sven Tiedemann et al.

· 06.03.2024

In situ product crystallization (ISPC) was used to semicontinuously remove chiral amines from amine transaminase catalyzed reactions. The use of a constant mild vacuum facilitated the synthesis of six compounds in this way in a preparative fashion a...

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Synthesis of Methylenecyclobutenes by [2+2] Cycloaddition of Allene Ethers and Alkyne

von Yi‐Sen Qian

· 05.03.2024

Methylenecyclobutenes are synthesized via thermal conditions between allene ethers and alkyne and successfully transformed to other four-membered ring compounds. This strategy provides a series of methylenecyclobutenes in moderate yields with broad ...

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Metal‐Free ipso‐Halocyclization of N‐arylpropynamides Using Hypervalent Iodine(III) Reagents under Aqueous Condition

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A Short Synthesis of (−)‐6,7‐Secoagroclavine via Metal‐Free Reductive Coupling

von Francesca Diotallevi et al.

· 05.03.2024

Two Csp³−Csp² and Csp³−H bonds are formed on the same carbon atom by reacting the tosylhydrazone of chiral Uhle's ketone with 2,2-dimethylethenylboronic acid. This metal-free reductive coupling afforded an unexplored disconnection for the asymmetric...

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Synthesis of 5,9‐Diaza Analogues of [5]‐ and [6]Helicene and their Chiroptic and Photophysical Characterization

von Stefan Herzog et al.

· 01.03.2024

5,9-Diaza[5]- and -[6]helicenes were synthesized by ortho,ortho’ fusion of ortho-teraryls. The [6]helicene could be resolved in its enantiomers. Photophysical properties of both compounds were determined by measurements and calculations. Abstract ...

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One‐Pot Regioselective γ‐Trifluoromethylthiolation and γ‐Methylthiolation of Enals

von Camille Banoun et al.

· 01.03.2024

In this article, the direct γ-sulfenylation of enals is reported for the first time. Following this one-pot protocol, A wide variety of γ-trifluoromethylthiolated and γ-methylthiolated enals are readily prepared in up to 82 % yield with a full γ sel...

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TBAI‐catalyzed, TBHP‐mediated Modular Three‐Component Cascade towards Highly Functionalized Pyrrole via [3+2] Annulation

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Copper‐Catalyzed Fluoroamide‐Directed Remote C(sp3)‐H Bond Functionalization Through Intramolecular Hydrogen Atom Transfer

von Xin Lv et al.

· 29.02.2024

In the recent years, copper-catalyzed fluoroamide-directed remote C(sp³)-H bond functionalization via intramolecular HAT has served as a robust and elegant strategy for the assembly of a variety of functionalized (sulfon)amides and related derivativ...

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DMAPO/Boc2O‐Mediated One‐Pot Direct N1‐Acylation of Indazole with Carboxylic Acids: A Practical Synthesis of N1‐Functionalized Alkyl Indazoles

von Atsushi Umehara et al.

· 29.02.2024

We describe the one-pot direct N-acylation of indazole with carboxylic acids using DMAPO/Boc₂O system. This system is simple and provides N1-acyl indazoles in high yield with high N1 selectivities. This new method exhibits a wide substrate scope (&g...

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Rational Design of Metallylenes for Hydrogenation Reactions

von Eveline H. et al.

· 29.02.2024

Theory–driven design! Using state-of-the-art quantum chemical analyses, we screened the hydrogenation capability of a range of diverse metallylene catalysts with varying Group 14 atoms and ligands. Our design features identify that stannylenes featu...

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Exploiting Hydroxamic Acids as Organocatalysts for the Epoxidation of Alkenes with Hydrogen Peroxide as the Oxidant

von Efthymios T. et al.

· 26.02.2024

An organocatalytic epoxidation of alkenes synthesis is presented in which hydroxamic acids are used as the catalyst and hydrogen peroxide as the green oxidant. Mechanistic studies by direct infusion HRMS provide experimental evidence for the formati...

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NIS/TEMPO‐Promoted Oxidative Cyanation and Nitro‐Mannich Reaction of Tertiary Amines

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Decatungstate‐Catalyzed Carbon‐Carbon Bond Formation Between Furfural and Electron‐Deficient Olefins

von Emil Krogh et al.

· 26.02.2024

Functionalization of furfural can be achieved by photocatalytic C−H activation of the aldehyde and coupling to electron-deficient olefins. With (Bu₄N)₄W₁₀O₃₂ as the photocatalyst, furfural can be added to benzylidene malononitriles, acrylates, itaco...

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Yttrium‐Catalyzed Intermolecular Hydroamination of Norbornene with Simple Amines

von Lara H. et al.

· 21.02.2024

The hydroamination of norbornene with simple amines remains a major challenge. Now the hydroamination of norbornene with such simple amines is reported, as well as the first rare-earth-metal-catalyzed hydroamination of norbornenes. Abstract The in...

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Metal‐Free Regioselective Chlorosulfenylation of Indoles by Dimethylsulfoxide and 1,2‐Dichloroethane

von Kuntal Palit et al.

· 20.02.2024

A simple and cost-effective metal-free method for vicinal Csp2−H difunctionalization of indole was reported. The common solvents dimethyl sulfoxide (DMSO) and dichloroethane (DCE) were used as precursor to generate chlorodimethylsulfonium ion for el...

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A Green Approach to Nucleophilic Aromatic Substitutions of Nicotinic Esters in Cyrene

von Andrea Citarella et al.

· 14.02.2024

A green choice: Cyrene has been used as an eco-friendly alternative to environmentally harmful polar aprotic solvents in S_NAr reactions. This innovative protocol enabled the facile synthesis of a wide library of novel nicotinic esters, valuable prec...

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Catalytic Asymmetric Ring Opening Reactions of Vinylcyclopropanes

von Amit Singh et al.

· 24.01.2024

Vinylcyclopropanes can be generally classified as activated and unactivated VCPs. Activated VCPs have strong electron withdrawing groups present in the cyclopropane ring, while unactivated VCPs lack strong electron withdrawing groups in their struct...

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Cooperativity in Hydrogen‐Bonded Macrocycles Derived from Nucleobases

von David Almacellas et al.

· 15.01.2024

Quantum chemical analyses reveal that introducing rigid linear π-conjugated acetylene linkers into a supramolecular building block hampers the cooperative self-assembly of hydrogen-bonded macrocycles. This effect originates from the electron abstrac...

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Visible‐Light Mediated Tandem Oxidation‒Organocatalyzed Aromatic C‒S Bond Functionalization: Synthesis of 2‐(Benzo[b]thiophen‐2‐yl)benzenesulfonamide Derivatives

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Bifunctional Iodoazolium Salts: Searching for Cooperation Between Halogen Bonding and Hydrogen Bonding

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Carbofluorination of π‐Bonds and Related Reactions Involving Tandem C−C/C−F Bond Formation

von E. Ali et al.

· 11.05.2023

A review on the carbofluorination of π-bonds and related transformations involving tandem C−C/C−F bond forming reactions is presented. The application of electrophilic fluorine and nucleophilic fluoride reagents in this chemistry is described, as we...