Transfer Hydrogenation of N- and O-Containing Heterocycles Including Pyridines with H₃N–BH₃ Under the Catalysis of the Homogeneous Ruthenium Precatalyst

Organic Letters, Journal Year: 2024, Volume and Issue: 26(4), P. 866 - 871

Published: Jan. 25, 2024

In this study, we report a transfer hydrogenation protocol that utilizes borane–ammonia (H3N–BH3) as the hydrogen source and commercially available RuCl3·xH2O precatalyst for selective aromatic reduction of quinolines, quinoxalines, pyridines, pyrazines, indoles, benzofurans, furan derivatives to form corresponding alicyclic heterocycles in good excellent isolated yields. Applications straightforward include efficient preparation useful key pharmaceutical intermediates, such donepezil flumequine, including biologically active compound.

Language: Английский

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A fungal hyphae-derived biomass carbon for magnetic solid-phase extraction of the organochlorine pesticides in water samples, tea beverages, and Chinese traditional medicines before gas chromatography-tandem mass spectrometry determination

Food Chemistry, Journal Year: 2024, Volume and Issue: 457, P. 140123 - 140123

Published: June 18, 2024

Language: Английский

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Dearomative selective reduction of structurally diverse N-heteroarenes enabled by a homogeneous titanium catalyst

Journal of Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 115937 - 115937

Published: Jan. 1, 2025

Language: Английский

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Heterogeneous Bismuth Nanocatalyst for Selective Hydrogenation of Alkenes

ACS Applied Nano Materials, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 12, 2025

Language: Английский

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Heterogeneous Cobalt Nanocatalyst for Reductive Transformation of Nitroarenes to Aryl Amines Using Isopropanol as a Hydrogen Source

Industrial & Engineering Chemistry Research, Journal Year: 2025, Volume and Issue: unknown

Published: March 19, 2025

Herein, we introduce an efficient catalytic transfer hydrogenation method using inexpensive, environmentally friendly, and readily available isopropyl alcohol as a hydrogen donor for selectively reducing diverse nitroarenes. The process employs cobalt-based nanocatalyst (Co–N/Al2O3), synthesized via simple impregnation cobalt nitrate, 1,10-phenanthroline, γ-Al2O3 precursors. This proves highly effective in producing wide range of aryl amines (35 examples), pharmaceutical intermediates (4 late-stage functional group transformations (1 example), with yields ranging from moderate to excellent (70–98%) across various scales. catalyst was characterized HR-TEM, powder XRD, XPS, H2-TPR, N2 adsorption–desorption, Raman spectroscopy, ICP-OES techniques. These analyses confirmed the formation Co3O4 nanoparticles. exceptional performance Co–N/Al2O3 is attributed its optimized textural, morphological, acidic properties, which are superior other catalysts. Mechanistic studies provided insights into formed during different stages reaction indirect route (condensation mechanism). recyclability were validated through experimental testing, demonstrating consistent efficiency over three consecutive cycles. sustainable offers promising alternative conventional processes that use molecular hydrogen.

Language: Английский

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Water-assisted hydrogenation of aromatics under ambient conditions over Ru catalyst: A combined experimental and computational investigation

Journal of Catalysis, Journal Year: 2024, Volume and Issue: 434, P. 115522 - 115522

Published: May 3, 2024

Language: Английский

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Recent Advances in Synthetic Routes for Biologically Active Tetrahydroquinoxalines and Derivatives: A Comprehensive Review

Current Organic Chemistry, Journal Year: 2024, Volume and Issue: 28(3), P. 161 - 175

Published: Feb. 1, 2024

Abstract: Tetrahydroquinoxalines are found in many biologically and pharmacologically active small molecules. In the past two decades, significant progress has been made development of novel synthetic routes for preparation tetrahydroquinoxalines their derivatives. This review aims to provide a comprehensive overview advancements field various strategies methodologies employed synthesis tetrahydroquinoxaline scaffolds during this period. The emphasizes diverse approaches employed, including cycloaddition reactions, condensation intramolecular cyclization ring expansion hydrogenation other miscellaneous methods.

Language: Английский

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Cobalt-and-Nitrogen-Doped Carbon Nanoparticle Catalysts for Selective Hydrogen Transfer Reactions

ACS Applied Nano Materials, Journal Year: 2024, Volume and Issue: 7(9), P. 10130 - 10136

Published: April 25, 2024

Herein, we designed and prepared one cobalt–nitrogen-doped carbon (Co–N/C) nanoparticle catalyst with a metal–ligand cooperation (MLC) effect, where the MLC concept is significant in catalytic hydrogenation reactions but limited to homogeneous catalysts. The nanoparticles Co–N/C size of 138–172 nm catalyzed diverse organic high efficiency selectivity, including reductive formylation nitroarenes formic acid, C–N coupling between alcohols amines, selective quinolines H2. Detailed spectroscopic characterizations controlled experiments revealed that Co–N species catalytically active site. In addition, recycled showed outstanding stability reusability. Therefore, demonstrated be effective heterogeneous catalysts as well, paving way discover

Language: Английский

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Hydrogenation of inert aromatic compounds under mild conditions catalyzed by confined trimetal sites in porous metal silicate materials

Applied Catalysis A General, Journal Year: 2024, Volume and Issue: 685, P. 119901 - 119901

Published: Aug. 5, 2024

Language: Английский

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Silica‐Grafted Isonicotinamide to Boost Catalytic Activity of Cobalt Nanoparticles in Hydrogenation and Reductive Amination Reactions

ChemCatChem, Journal Year: 2024, Volume and Issue: unknown

Published: June 8, 2024

Abstract The functionalization of silica supports with isonicotinamide (NIC) facilitated the stabilization small (3.5 nm ), spherical cobalt nanoparticles (CoNPs) used in catalytic hydrogenation. Various matrices, including amorphous, mesoporous, and non‐porous ones, were synthesized post‐grafted NIC to serve as ligands for stabilizing CoNPs. Comprehensive characterization techniques employed fully analyze prepared materials, which then utilized hydrogenation acetophenone, serving a benchmark reaction assess impact different on catalysis. porosity surface nature matrices played crucial roles anchoring amide ligand, presence ligand was essential nanoparticles. Among catalysts tested, CoNPs@SBA‐15/NIC exhibited highest activity demonstrated excellent performance alkenes, nitriles, ketones, quinoline under relatively mild conditions. No significant alteration catalyst morphology or leaching metal observed after reaction. Notably, this system achieved turnover numbers comparable those homogeneous catalysts. Additionally, one‐pot tandem reductive amination reactions starting from aldehydes involving both amines nitrobenzene yielded secondary tertiary good yields, highlighting robustness versatility catalyst.

Language: Английский

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