Synergistic effect between Co single atoms and nanoparticles enables selective synthesis of bio-based benzimidazoles

Applied Catalysis B Environment and Energy, Journal Year: 2023, Volume and Issue: 327, P. 122454 - 122454

Published: Feb. 10, 2023

Language: Английский

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A Phosphine-Free Air-Stable Mn(II)-Catalyst for Sustainable Synthesis of Quinazolin-4(3H)-ones, Quinolines, and Quinoxalines in Water

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(8), P. 5250 - 5265

Published: March 30, 2024

The synthesis, characterization, and catalytic application of a new phosphine-free, well-defined, water-soluble, air-stable Mn(II)-catalyst [Mn(L)(H2O)2Cl](Cl) ([1]Cl) featuring 1,10-phenanthroline based tridentate pincer ligand, 2-(1H-pyrazol-1-yl)-1,10-phenanthroline (L), in dehydrogenative functionalization alcohols to various N-heterocycles such as quinazolin-4(3H)-ones, quinolines, quinoxalines are reported here. A wide array multisubstituted quinazolin-4(3H)-ones were prepared water under air following two pathways via the coupling with 2-aminobenzamides 2-aminobenzonitriles, respectively. 2-Aminobenzyl alcohol ketones bearing active methylene group used partners for synthesizing quinoline derivatives, quinoxaline derivatives by vicinal diols 1,2-diamines. In all cases, reaction proceeded smoothly using our [1]Cl air, affording desired satisfactory yields starting from cheap readily accessible precursors. Gram-scale synthesis compounds indicates industrial relevance synthetic strategy. Control experiments performed understand unveil plausible mechanism.

Language: Английский

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Microwave-assisted synthesis of bioactive heterocycles: An overview

Tetrahedron, Journal Year: 2022, Volume and Issue: 126, P. 133085 - 133085

Published: Oct. 12, 2022

Language: Английский

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Zn(II)-Catalyzed Multicomponent Sustainable Synthesis of Pyridines in Air

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(6), P. 3650 - 3665

Published: Feb. 28, 2023

Herein, we report a Zn(II)-catalyzed solvent-free sustainable synthesis of tri- and tetra-substituted pyridines using alcohols as the primary feedstock NH4OAc nitrogen source. Using well-defined air-stable Zn(II)-catalyst, 1a, featuring redox-active tridentate azo-aromatic pincer, 2-((4-chlorophenyl)diazenyl)-1,10-phenanthroline (La), wide variety unsymmetrical 2,4,6-substituted were prepared by three-component coupling secondary with NH4OAc. Catalyst 1a is equally compatible four-component coupling. Unsymmetrical also via alcohol two different A series up to 67% yield 1-phenylpropan-1-one or 1,2-diphenylethan-1-one The 1a-catalyzed reactions proceeded efficiently upon replacing corresponding ketones, producing desired in higher yields shorter reaction time. few control experiments performed unveil mechanistic aspects, which indicates that active participation aryl-azo ligand during catalysis enables Zn(II)-complex act an efficient catalyst for present multicomponent reactions. Aerial oxygen acts oxidant dehydrogenation alcohols, H2O H2O2 byproducts.

Language: Английский

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Green Synthesis of Aromatic Nitrogen-Containing Heterocycles by Catalytic and Non-Traditional Activation Methods

Molecules, Journal Year: 2023, Volume and Issue: 28(10), P. 4153 - 4153

Published: May 17, 2023

Recent advances in the environmentally benign synthesis of aromatic N-heterocycles are reviewed, focusing primarily on application catalytic methods and non-traditional activation. This account features two main parts: preparation single ring N-heterocycles, their condensed analogs. Both groups include compounds with one, more N-atoms. Due to large number protocols, this focuses providing representative examples feature available methods.

Language: Английский

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A strategic approach for Csp³–H functionalization of 9H-fluorene: an acceptorless dehydrogenation and borrowing hydrogen approach

Catalysis Science & Technology, Journal Year: 2023, Volume and Issue: 13(3), P. 611 - 617

Published: Jan. 1, 2023

Herein, we described the selective synthesis of both alkylated and alkenylated fluorenes using a single SNS ligand derived nickel complex.

Language: Английский

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Monoacetylated bishydroperoxide-derived singlet molecular oxygen-mediated oxidative coupling of primary and secondary alcohols with phenylhydrazine: Synthesis of 1,3,5-trisubstituted pyrazoles

Journal of Chemical Sciences, Journal Year: 2025, Volume and Issue: 137(1)

Published: Feb. 27, 2025

Language: Английский

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Ligand centered redox enabled sustainable synthesis of triazines and pyrimidines using a zinc-stabilized azo-anion radical catalyst

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 20(15), P. 3105 - 3117

Published: Jan. 1, 2022

Herein, we report multicomponent approaches for synthesizing pyrimidines and triazines using a Zn( ii )-stabilized azo-anion radical catalyst.

Language: Английский

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Iodine and DMSO as Surrogate of Hazardous Metal and Non‐Metal Reagents in Organic Synthesis

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(3)

Published: Jan. 17, 2024

Abstract Organic synthesis involves the production of important chemical structures using scalable and cost‐effective methods that are also environmentally friendly. In this review, a detailed analysis use iodine DMSO in various synthetic routes for preparation valuable targets presented. These reduce acceptance on expensive additives reagents, offer more sustainable solution these scaffolds.

Language: Английский

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Nickel Pincer Complexes Catalyzed Sustainable Synthesis of 3,4-Dihydro-2H-1,2,4-benzothiadiazine-1,1-dioxides via Acceptorless Dehydrogenative Coupling of Primary Alcohols

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(4), P. 2494 - 2504

Published: Feb. 7, 2024

We report the atom-economic and sustainable synthesis of biologically important 3,4-dihydro-2H-1,2,4-benzothiadiazine-1,1-dioxide (DHBD) derivatives from readily available aromatic primary alcohols 2-aminobenzenesulfonamide catalyzed by nickel(II)-N∧N∧S pincer-type complexes. The synthesized nickel complexes have been well-studied elemental spectroscopic (FT-IR, NMR, HRMS) analyses. solid-state molecular structure complex 2 has authenticated a single-crystal X-ray diffraction study. Furthermore, series (24 examples) utilizing 3 mol % Ni(II) catalyst through acceptorless dehydrogenative coupling benzyl with benzenesulfonamide. Gratifyingly, catalytic protocol is highly selective yield up to 93% produces eco-friendly water/hydrogen gas as byproducts. control experiments plausible mechanistic investigations indicate that in situ generated aldehyde benzenesulfonamide leads desired product. In addition, large-scale one thiadiazine unveils synthetic usefulness current methodology.

Language: Английский

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