Instytut Chemii Organicznej PAN
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Conversion of Ketones into Blue-Emitting Electron-Deficient Benzofurans
(Wiley, 2023)A novel heavy metal-free and safe synthetic methodology enabling one-step conversion of ketones into corresponding 4,5,6,7-tetrafluorobenzofurans (F4BFs) has been developed. The presented approach has numerous advantageous ... -
C−H Functionalization of Heterocycles with Triplet Carbenes by means of an Unexpected 1,2-Alkyl Radical Migration
(Wiley, 2023)The C−H functionalization of indole heterocycles constitutes a key strategy to leverage the synthesis of endogenous signaling molecules such as tryptamine or tryptophol. Herein, we report on the photocatalytic reaction of ... -
Aromaticity: Quo Vadis
(Royal Society of Chemistry, 2023)Aromaticity is one of the most deeply rooted concepts in chemistry. But why, if two-thirds of existing compounds can be classified as aromatic, is there no consensus on what aromaticity is? σ−, π−, δ−, spherical, Möbius, ... -
Pyridine N-oxides as HAT reagents for photochemical C–H functionalization of electron-deficient heteroarenes
(Royal Society of Chemistry, 2022)Pyridine N-oxides have only recently marked their presence in the photocatalysis field, mainly serving as oxypyridinium salt precursors. Herein, their unique reactivity as a hydrogen atom transfer reagent in photochemical, ... -
DCC Mediated Direct Amidation of NSAID Naproxen, Ibuprofen and Ketoprofen with Secondary Amines
(Wiley, 2022)Direct and atom-economical amidation of nonsteroidal anti-inflammatory drugs naproxen ibuprofen and ketoprofen with a variety of secondary amines was effected using commercially available DCC under mild and open-air ... -
UV Light Is No Longer Required for the Photoactivation of 1,3,4- Oxadiazolines
(American Chemical Society, 2023)Carbenes play a key role in a plethora of organic transformations. Although stabilized diazo carbonyl compounds predominate as a source of electrophilic carbenes, the hazardous nature of nonstabilized analogues calls for ... -
Insight on the Interaction between the Camptothecin Derivative and DNA Oligomer Mimicking the Target of Topo I Inhibitors
(MDPI, 2022)The understanding of the mechanism of Topo I inhibition by organic ligands is a crucial source of information that has led to the design of more effective and safe pharmaceuticals in oncological chemotherapy. The vast ... -
Green-Emitting 4,5-Diaminonaphthalimides in Activity-Based Probes for the Detection of Thrombin
(American Chemical Society, 2022)The natures of electron-donating groups as well as the bridge between them determine the fate of substituted 1,8-naphthalimide molecules in the excited state. An activity-based probe constructed from a selective peptide ... -
PEGylated Network Nanostructured by Gold Nanoparticles for Electrochemical Sensing of Aromatic Redox and Nonredox Analytes
(American Chemical Society, 2023)We present the design, tailoring, and physicochemical properties of a multicomponent polyethylene glycol (PEG)-based polymer doped with spherical nanoparticles modified with a lipoic acid derivative of cyclodextrin and its ... -
Selective Approaches to α- and β-Arylated Vinyl Ethers
(Wiley, 2022)We developed simple and efficient protocols for palladium-catalyzed regioselective a- and b-arylations of structurally diverse vinyl ethers. Both catalytic methods proceed under relatively mild reactions conditions ... -
Porphyrins as Promising Photocatalysts for Red-Light-Induced Functionalizations of Biomolecules
(American Chemical Society, 2022)Red-light enables deeper material penetration, which is important for biological applications and has consequences for chemical synthesis. Therefore, the search for new photocatalysts that absorb in this region is crucial. ... -
Synthesis and Antimicrobial Activity of the Pathogenic E. coli Strains of p-Quinols: Additive Effects of Copper-Catalyzed Addition of Aryl Boronic Acid to Benzoquinones
(MDPI, 2023)A mild and efficient protocol for the synthesis of p-quinols under aqueous conditions was developed. The pivotal role of additives in the copper-catalyzed addition of aryl boronic and heteroaryl boronic acids to benzoquinones ... -
Site-Selective, Photocatalytic Vinylogous Amidation of Enones
(American Chemical Society, 2022)Despite the broad interest in organic compounds possessing a γ-aminocarbonyl motif, limited strategies for their synthesis have been reported. Herein, we describe a mild and efficient method for the site-selective amidation ... -
Multifunctional Heteropentalenes: From Synthesis to Optoelectronic Applications
(American Chemical Society, 2022)In the broad family of heteropentalenes, the combination of two five-membered heterocyclic rings fused in the [3,2-b] mode has attracted the most significant attention. The relatively straightforward access to these ... -
Simultaneous Enantiodivergent Synthesis of Diverse Lactones and Lactams via Sequential One-Pot Enzymatic Kinetic Resolution–Ring-Closing Metathesis Reactions
(MDPI, 2022)One of the goals of diversity-oriented synthesis is to achieve the structural diversity of obtained compounds. As most biologically active compounds are chiral, it is important to develop enantioselective methods of their ... -
On-Surface Azide–Alkyne Cycloaddition Reaction: Does It Click with Ruthenium Catalysts?
(American Chemical Society, 2022)Owing to its simplicity, selectivity, high yield, and the absence of byproducts, the “click” azide–alkyne reaction is widely used in many areas. The reaction is usually catalyzed by copper(I), which selectively produces ... -
NHC–BIAN–Cu(I)-Catalyzed Friedländer-Type Annulation of 2-Amino-3-(per)fluoroacetylpyridines with Alkynes on Water
(American Chemical Society, 2022)The direct catalytic alkynylation/dehydrative cyclization of 2-amino-3-trifluoroacetyl-pyridines on water was developed for the efficient synthesis of a broad range of fluorinated 1,8-naphthyridines from terminal alkynes. ... -
Modular Nitrogen-Doped Concave Polycyclic Aromatic Hydrocarbons for High-Performance Organic Light-Emitting Diodes with Tunable Emission Mechanisms
(Wiley, 2022)Although bowl-shaped N-pyrrolic polycyclic aromatic hydrocarbons (PAHs) can achieve excellent electron-donating ability, their application for optoelectronics is hampered by typically low photoluminescence quantum yields ... -
Wheat germ lipase: isolation, purification and applications
(Taylor and Francis, 2022)In recent years, wheat germ lipase (WGL) is attracting considerable interest. To date, several WGL applications have already been described: (i) fats and oils modification; (ii) esterification reactions in organic media, ... -
Recognition-Induced Enhanced Emission of Core-Fluorescent ESIPT-type Macrocycles
(Wiley, 2022)Core-fluorescent cavitandsbased on 2-(2′-resorcinol)benzimidazole fluorophores (RBIs)merged with the resorcin[4]arene skeleton were designed and synthesized. The cavitands, due to the presence of intramolecular ...
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