[reaction: see text] The reaction of heteroaromatic compounds with propargylic carboxylates in the presence of a catalytic amount of [RuCl(2)(CO)(3)](2) or PtCl(2) gives trienes in good yields. The key intermediate is an electrophilic (1-acetoxylvinyl)carbene complex generated from the activated propargylic acetates with transition metals.
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http://dx.doi.org/10.1021/ol0604769 | DOI Listing |
Beilstein J Org Chem
December 2024
Department of Chemical Science and Engineering, Kobe University, 1-1 Rokkodai, Nada, Kobe 657-8501, Japan.
The C-H arylation of 2-quinolinecarboxyamide bearing a C-Br bond at the -aryl moiety is carried out with a palladium catalyst. The reaction proceeds at the C-H bond on the pyridine ring adjacent to the amide group in the presence of 10 mol % Pd(OAc) at 110 °C to afford the cyclized product in 42% yield. The yield is improved to 94% when the reaction is performed with PPh as a ligand of palladium.
View Article and Find Full Text PDFRSC Adv
December 2024
Bioorganic Compounds Research Group, Department of Chemistry, Universidad de Los Andes Carrera 1 No. 18A-10 Bogotá 111711 Colombia
Fluorescent bioimaging is a crucial technique for studies in real cell samples, providing vital information about the metabolism of ions or molecules of biological and pharmaceutical significance. This technique typically uses probes based on organic small-molecule fluorophores, with N-heteroaromatic scaffolds playing an essential role due to their exceptional electronic properties and biocompatibility. Among these, pyrazole derivatives stand out as particularly promising due to their high synthetic versatility and structural diversity.
View Article and Find Full Text PDFJ Org Chem
December 2024
Department of Chemistry, National Institute of Technology Warangal, Warangal, Telangana 506004, India.
Rongalite-mediated one-pot aminomethylation of heteroarenes using secondary amines/anilines has been developed. This transition-metal-free and mild reaction offers an efficient way to synthesize aminomethylated heteroaromatic compounds with high yields and broad functional group tolerance. Here, Rongalite plays a key role in generating the C1 unit source , which triggers the aminomethylation process.
View Article and Find Full Text PDFNat Commun
November 2024
Department of Chemistry, Norwegian University of Science and Technology, Trondheim, Norway.
The fate of thymine upon excitation by ultraviolet radiation has been the subject of intense debate. Today, it is widely believed that its ultrafast excited state gas phase decay stems from a radiationless transition from the bright ππ* state to a dark nπ* state. However, conflicting theoretical predictions have made the experimental data difficult to interpret.
View Article and Find Full Text PDFJ Colloid Interface Sci
February 2025
Key Laboratory of High-Performance Plastics, National & Local Joint Engineering Laboratory for Synthesis Technology of High-Performance Polymer, Jilin University, Changchun 130012, China.
Aqueous zinc-ion batteries (AZIBs) with redox-active organic compounds as electrodes attract wide attention due to their structural diversity, sustainability and inherent safety. However, the rational structural design of advanced organic electrodes with high practical capacity, long cycle life and high rate performance is still a great challenge. Herein, a strategy to improve the electrochemical performance of electrodes in AZIBs by constructing an extended π-conjugated hexaazatrinaphthalene (HATN)-based structure with electron-withdrawing cyano groups, 5, 6, 11, 12, 17, 18-hexaazatrinaphthalene-2, 3, 8, 9, 14, 15-hexacarbonitrile (HATN-6CN), is reported.
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