Zn(II)-Stabilized Azo-Anion Radical-Catalyzed Dehydrogenative Synthesis of Olefins DOI
Subhasree Pal, Amit Kumar Guin,

Subhankar Khanra

et al.

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

Published: Dec. 16, 2024

Herein, we describe a Zn-catalyzed atom-economical, inexpensive, and sustainable method for preparing broad spectrum of substituted olefins utilizing alcohols as the main precursor. Using Zn(II) complex [ZnLCl2] (1) redox-noninnocent ligand 2-((4-chlorophenyl)diazenyl)-1,10-phenanthroline (L), various (E)-olefins were prepared in good yields by coupling with sulfones aryl cyanides under an inert atmosphere. Under aerial atmosphere, vinyl nitriles isolated up to 82% yield reacting benzyl presence 1. Control experiments mechanistic investigation indicate active involvement aryl-azo electron hydrogen reservoir, permitting 1 perform promising catalyst.

Language: Английский

Ruthenium Complexes with NNN-Pincer Ligands for N-Methylation of Amines Using Methanol DOI

Mengxuan Bai,

Shengxin Zhang,

Zhengguo Lin

et al.

Inorganic Chemistry, Journal Year: 2024, Volume and Issue: 63(25), P. 11821 - 11831

Published: June 7, 2024

A series of ruthenium complexes (Ru1–Ru4) bearing new NNN-pincer ligands were synthesized in 58–78% yields. All the are air and moisture stable characterized by IR, NMR, high-resolution mass spectra (HRMS). In addition, structures Ru1–Ru3 confirmed X-ray crystallographic analysis. These Ru(II) exhibited high catalytic efficiency broad functional group tolerance N-methylation reaction amines using CH3OH as both C1 source solvent. Experimental results indicated that electronic effect substituents on considerably affects reactivity which Ru3 an electron-donating OMe showed highest activity. Deuterium labeling control experiments suggested dehydrogenation methanol to generate hydride species was rate-determining step reaction. Furthermore, this protocol also provided a ready approach versatile trideuterated N-methylamines under mild conditions CD3OD deuterated methylating agent.

Language: Английский

Citations

5

Design and Synthesis of Chiral Bidentate Phosphine-Free 2-Hydroxypyridine-Oxazoline Ligands for Manganese-Catalyzed Hydrogenation DOI

Gao‐Wei Wang,

Mu‐Wang Chen, Yaqi Wu

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 3418 - 3427

Published: Feb. 11, 2025

Language: Английский

Citations

0

A Comprehensive Investigation of Diverse Synthetic Methodologies for Constructing Quinoline Frameworks: A Critical Overview DOI Open Access
Nagesh Dhanaji Chavan,

Balamurugan Shanmugavel,

Yasinalli Tamboli

et al.

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

Published: March 1, 2025

Abstract Recently, quinoline has emerged as a critical heterocyclic structure, attracting attention for its diverse industrial and synthetic organic chemistry applications. This compound is essential developing novel lead compounds in drug discovery extensively studied therapeutic derivatives medicinal chemistry. An extensive body of literature details the methodologies synthesizing this key scaffold functionalization to enhance biological efficacy. Numerous synthesis protocols have been documented, highlighting significance ongoing chemical research. These include various strategies, such transition metal‐catalyzed reactions environmentally sustainable processes, which are crucial constructing functionalizing derivatives. review aims systematically examine procedures findings, addressing limitations these pathways their environmental impacts. Additionally, curated selection quinolines will be presented.

Language: Английский

Citations

0

Copper(I) hydrazonate complexes as efficient catalysts for synthesizing substituted pyrimidines via acceptorless dehydrogenative coupling of amidine and alcohols DOI

Sekar Sandhiya,

K. Radhakrishna,

Jayakumar Megapriya

et al.

Inorganica Chimica Acta, Journal Year: 2025, Volume and Issue: unknown, P. 122678 - 122678

Published: March 1, 2025

Language: Английский

Citations

0

2-Pyridonates: a versatile ligand platform in 3d transition metal coordination chemistry and catalysis DOI Creative Commons
Andrey Fedulin, Axel Jacobi von Wangelin

Catalysis Science & Technology, Journal Year: 2023, Volume and Issue: 14(1), P. 26 - 42

Published: Nov. 15, 2023

Among the vast family of aminoalcohol ligands, 2-pyridonates take a special position. This review illustrates intriguing properties pyridonate ligands and their key roles in 3d transition metal catalysts from natural role model [Fe]-hydrogenase to modern applications.

Language: Английский

Citations

6

Nickel–PNN catalysed sustainable synthesis of polysubstituted quinolines under microwave irradiation DOI
Manali A. Mohite, Sonu Sheokand, Maravanji S. Balakrishna

et al.

Catalysis Science & Technology, Journal Year: 2024, Volume and Issue: 14(20), P. 5959 - 5969

Published: Jan. 1, 2024

This manuscript describes the synthesis of triazolyl-pyridine-based pincer cationic and neutral nickel complexes their application in microwave-assisted quinolines.

Language: Английский

Citations

2

Cu–ABNO Catalyst for the Synthesis of Quinolines and Pyrazines via Aerobic Double Dehydrogenation of Alcohols DOI
Shivali Hans,

Mohd Adham,

Manas Khatua

et al.

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

Published: Nov. 28, 2024

In this report, a new imidazole- and amide-functionalized pincer-like Cu(II) complex (1) was synthesized characterized. By employing 1 9-azabicyclo[3.3.1]nonane NH-Oxyl (ABNOH), catalytic protocol for alcohol oxidation the subsequent oxidation-triggered synthesis of quinolines pyrazines were explored. Alcohols such as 2-aminoaryl alcohols also oxidized efficiently. As carbonyls from 2-arylaminobenzyl secondary are synthons quinolines, we explored their directly alcohols. The quite efficient completed reaction in only ∼5–10 h. Combinations (a) primary with or ketones (b) found to be very effective quinolines. successful various 1,2-diols 1,2-diaminobenzenes 10 Mechanistic investigations showed that generated acted an active catalyst: it activated O2 subsequently cooperation N-Oxyl (ABNO•) α-CH hydrogen coordinated alkoxide. Then, Cu(II)/Cu(I) reduction led formation carbonyl compounds, which via successive C–C/C–N coupling reactions resulted heterocycles presence KOtBu 1.

Language: Английский

Citations

2

Catalytic utility of PNN-based MnI pincer complexes in the synthesis of quinolines and transfer hydrogenation of carbonyl derivatives DOI
Manali A. Mohite, Sonu Sheokand, Dipanjan Mondal

et al.

Dalton Transactions, Journal Year: 2024, Volume and Issue: 53(12), P. 5580 - 5591

Published: Jan. 1, 2024

This manuscript describes the synthesis and Mn I complexes of triazolyl-pyridine-based phosphine ligand their catalytic utility in quinoline derivatives transfer hydrogenation aldehydes ketones.

Language: Английский

Citations

1

Potent pincer-zinc catalyzed homogeneous α-alkylation and Friedländer quinoline synthesis reaction of secondary alcohols/ketones with primary alcohols DOI
Debashis Jana, Sima Roy,

Srijita Naskar

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(31), P. 6393 - 6408

Published: Jan. 1, 2024

Herein, we describe an air- and moisture-stable, homogeneous zinc catalyst stabilised using electron deficient N^N^N pincer-type ligand.

Language: Английский

Citations

1

Accessing 2‐Aryl Quinolines via Acceptorless Dehydrogenation and Transfer Hydrogenation Under Base and Solvent‐Free Reaction Conditions DOI

M. Vageesh,

P. Hima,

R. Prasanna

et al.

ChemistrySelect, Journal Year: 2023, Volume and Issue: 8(45)

Published: Dec. 1, 2023

Abstract Catalytic hydrogenation/dehydrogenation reactions are one of the most active areas research for synthesis pharmaceuticals and fine chemicals. Despite several efficient homogeneous catalysts that have already been identified, highly heterogeneous remain elusive. Herein, we report an easy convenient wet impregnation method Pd‐nanoclusters supported on ZnO nanoparticles. The catalyst displays a multifunctional role in 2‐aryl quinolines using alcohol 2‐nitrobenzyl as reactants via dehydrogenation/hydrogenation pathway under neat base‐free reaction conditions. exhibits excellent selectivity can be recycled five times without appreciable loss its activity.

Language: Английский

Citations

3