Sustainable Synthesis of Substituted 1,3,5-Triazines by [ONO]-Pincer-Supported Nickel(II) Complexes via an Acceptorless Dehydrogenative Coupling Strategy DOI
Pennamuthiriyan Anandaraj, Rengan Ramesh, J.G. Małecki

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 18, 2024

A facile, cost-effective, and sustainable synthesis of substituted triazines from primary alcohols by newly synthesized nickel pincer-type complexes (1–3) has been described. Herein, we report the a set three well-defined Ni(II) O^N^O complexes, structurally characterized analytical, spectral, X-ray diffraction techniques. Further, are explored as efficient catalysts (4 mol %) for construction 2,4,6-substituted 1,3,5-triazines readily available via an acceptorless dehydrogenative coupling (ADC) strategy. wide range triazine derivatives (33 examples) benzamidine/guanidine hydrochloride with maximum isolated yield 92% under mild conditions, eco-friendly H2O H2 gas only byproducts. plausible mechanism proposed based on sequence control experiments. Interestingly, short antiulcer drug irsogladine large-scale 2,4-diphenyl-6-(p-tolyl)-1,3,5-triazine highlight convenience current methodology.

Language: Английский

Single-Atom Fe-Catalyzed Acceptorless Dehydrogenative Coupling to Quinolines DOI

Yanze Lu,

Zhu Meiling,

Sanxia Chen

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(33), P. 23338 - 23347

Published: Aug. 6, 2024

A single-atom iron catalyst was found to exhibit exceptional reactivity in acceptorless dehydrogenative coupling for quinoline synthesis, outperforming known homogeneous and nanocatalyst systems. Detailed characterizations, including aberration-corrected HAADF-STEM, XANES, EXAFS, jointly confirmed the presence of atomically dispersed centers. Various functionalized quinolines were efficiently synthesized from different amino alcohols a range ketones or alcohols. The achieved turnover number (TON) up 10

Language: Английский

Citations

13

Oxidative amination by nitrogen atom insertion into carbon-carbon double bonds DOI
Yannick Brägger, Ann-Sophie K. Paschke, Nima Nasiri

et al.

Science, Journal Year: 2025, Volume and Issue: 387(6738), P. 1108 - 1114

Published: March 6, 2025

The synthesis of nitrogen-containing molecules through carbon-nitrogen (C-N) bond formation is critical for the discovery and preparation medicines, agrochemicals, materials. Here, we report direct insertion a nitrogen atom into unactivated carbon-carbon double bonds to access aza-allenium intermediates, which can be converted either nitriles or amidine products, depending on initial alkene substitution pattern. This operationally simple highly functionally compatible reaction works wide range alkenes. PIFA, commercially available inexpensive hypervalent iodine reagent, key this reactivity. Our mechanistic proposal supported by chemical trapping experiments, concomitantly demonstrate utility our method valuable N-heterocycles. Additionally, used as general strategy synthesizing amides amines, well 15N-labeled molecules.

Language: Английский

Citations

1

Cobalt-catalyzed chemoselective alkenylation and alkylation of C(sp3)–H bond in methyl heteroarenes DOI
Baoying Zhu,

Haitao Tian,

Zhaolun Zhang

et al.

Journal of Catalysis, Journal Year: 2024, Volume and Issue: 435, P. 115569 - 115569

Published: May 25, 2024

Language: Английский

Citations

5

A Catalytic Version of the Knorr Pyrrole Synthesis Permits Access to Pyrroles and Pyridines DOI

Max Leinert,

Τ. Irrgang, Rhett Kempe

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(46), P. 32098 - 32104

Published: Nov. 11, 2024

Aromatic N-heterocycles, such as pyrroles and pyridines, are important natural products bulk fine chemicals with numerous applications active ingredients of pharmaceuticals agrochemicals, catalysts, in materials sciences. We report here a catalytic version the Knorr pyrrole synthesis which simple diversely available starting materials, 1,2-amino alcohols or 1,3-amino keto esters, undergo dehydrogenative coupling to form respectively. Our reaction forms hydrogen collectible (and usable) byproduct is mediated by well-defined Mn catalyst. The highly functionalized heterocycles was demonstrated, 35 compounds, not yet reported literature, were introduced.

Language: Английский

Citations

4

Acceptorless oxidant-free dehydrogenation of amines catalyzed by Ru-hydride complexes of amide-acid/ester ligands DOI
Samanta Yadav, Rajeev Gupta

Dalton Transactions, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Ru–Hydride complexes of amide-based ligands containing appended ester/acid groups catalyze acceptorless, oxidant-free, and base-free dehydrogenation amines.

Language: Английский

Citations

0

Green synthesis of benzimidazoles via the palladium catalyzed one-pot reductive coupling of nitroarylamines with nitriles DOI
Kun Zhou,

Xing Sheng,

Haibo Liu

et al.

Journal of Molecular Structure, Journal Year: 2025, Volume and Issue: unknown, P. 141747 - 141747

Published: Feb. 1, 2025

Language: Английский

Citations

0

Ligand-Accelerated, Copper-Catalyzed Aerobic Oxidative Dehydrogenation of Primary Amines to Nitriles DOI Creative Commons
Shiyun Li, Yan An,

Lulu Wang

et al.

ACS Omega, Journal Year: 2025, Volume and Issue: unknown

Published: March 12, 2025

A highly efficient copper-catalyzed oxidative dehydrogenation of primary amines to access nitriles has been developed. We found that DMAP was an ligand for oxidation and molecular oxygen a green oxidizing agent. This reaction exhibited excellent functional group compatibility broad substrate scope. Various benzylic, allylic, aliphatic were selectively effectively oxidized the corresponding in high yields (up 100%). The not only accelerated rate but also enhanced stability catalyst. practicality illustrated on gram scale, even at lower catalyst loading and/or under bubble air conditions.

Language: Английский

Citations

0

NiFeB Hydroxide with Modulated Active Sites for Electrocatalytic Benzylamine Oxidation DOI
Xiao Han, Juan Xia, Lingfeng Gao

et al.

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(13)

Published: April 1, 2025

Abstract Considering the slow kinetics of oxygen evolution reaction (OER) and need for high potential, organic electro oxidation, which is more prone to occur at low adopted replace OER process. The research method combined with hydrogen (HER) has gradually become mainstream direction synergistic production value‐added products. In this work, NiFeB hydroxide (NiFeB(OH)) nanosheet was prepared. Benefited from incorporation electron‐deficient boron (B), NiFeB(OH) catalyst exhibited excellent catalytic activity electrooxidation benzylamine (BA), benzonitrile (BN) being successfully fabricated. experiment further proves that conversion BA BN not only selectivity (100%) Faraday efficiency (94.15%), but also stability, can achieve long‐term operation. studied in work provides new ideas methods efficient benzonitrile, an intermediate.

Language: Английский

Citations

0

2D Aza-COF-Supported Ruthenium Complex: A Recyclable Auto-Tandem Catalyst for the Preparation of Quinazolinones from Allylic Alcohols and o-Aminobenzamides DOI
Xiaozhong Chen, Yong Xu, Wei Zhao

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: April 9, 2025

Ruthenium complex Ru(p-cymene)@Aza-COF was synthesized by the immobilization of [Ru(p-cymene)Cl][Cl] on a 2D Aza-COF. Then, this utilized as an auto-tandem catalyst for preparation quinazolinones from allylic alcohols and o-aminobenzamides via redox isomerization/acceptorless dehydrogenative coupling. More importantly, its catalytic activity is well maintained during six runs.

Language: Английский

Citations

0

Acceptorless Dehydrogenation of Primary Amines to Nitriles via Cobalt Catalysis DOI

Jiale Ying,

Zhan Lu

Chinese Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 44(6), P. 2054 - 2054

Published: Jan. 1, 2024

Language: Английский

Citations

1