EtOH-catalyzed electrosynthesis of imidazolidine-fused sulfamidates fromN-sulfonyl ketimines,N-arylglycines and formaldehyde

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(14), P. 5539 - 5542

Published: Jan. 1, 2023

With formaldehyde as an atom-economical carbonyl synthon, the EtOH-catalyzed electrochemical multicomponent synthesis of various imidazolidine-fused sulfamidates under organic oxidant-free, energy-saving and mild conditions was developed.

Language: Английский

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Recent Advances in Green Multi-Component Reactions for Heterocyclic Compound Construction

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

This review highlights the recent advances in multi-component reactions for synthesizing heterocyclic compounds via green approaches including photoredox catalysis, electrochemical activation, catalyst-free methods and use of water as sole solvent.

Language: Английский

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TBAI/H2O-cooperative electrocatalytic decarboxylation coupling-annulation of quinoxalin-2(1H)-ones with N-arylglycines

Chinese Chemical Letters, Journal Year: 2022, Volume and Issue: 34(7), P. 108036 - 108036

Published: Dec. 5, 2022

Language: Английский

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Visible‐Light‐Promoted Electron Donor‐Acceptor Complex Enabled Decarboxylative Alkylation of Quinoxalin‐2(1H)‐ones and N‐Hydroxyphthalimide Esters with Na₂S as a Catalytic Donor

Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 12(2)

Published: Jan. 11, 2023

Abstract We developed a novel and efficient method for the synthesis of various 3‐alkylated quinoxalin‐2(1 H )‐ones (32 examples, 70%–96% yields) through electron donor‐acceptor complex enabled alkylation with N ‐ hydroxyphthalimide esters as alkyl source Na 2 S catalytic donor under external photocatalyst‐, oxidant‐ additive‐free conditions.

Language: Английский

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Paraformaldehyde as C1 Synthon: Electrochemical Three‐Component Synthesis of Tetrahydroimidazo[1,5‐a]quinoxalin‐4(5H)‐ones in Aqueous Ethanol

ChemSusChem, Journal Year: 2023, Volume and Issue: 16(19)

Published: Sept. 20, 2023

A green and practical method for the electrochemical synthesis of tetrahydroimidazo[1,5-a]quinoxalin-4(5H)-ones through three-component reaction quinoxalin-2(1H)-ones, N-arylglycines paraformaldehyde was reported. In this strategy, EtOH played dual roles (eco-friendly solvent waste-free pre-catalyst) in situ generated ethoxide promoted triple sequential deprotonations.

Language: Английский

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Recent advances in multicomponent synthesis of pyrazoles

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Pyrazole moiety is considered as an important N-heterocycle in pharmaceuticals and many other functional molecules. The utilization of multicomponent reaction a major tool the current approaches pyrazole synthesis. Considering power significance synthesis, we review herein latest developments this field. According to typical features, contents are divided into reactions with different NN fragment sources, such hydrazine, hydrazone, amidine, nitrile, diazo compounds, ring construction, covering works published since 2019 date.

Language: Английский

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Electrocatalytic Three-Component Synthesis of 4-Bromopyrazoles from Acetylacetone, Hydrazine and Diethyl Bromomalonate

Chinese Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 42(12), P. 4292 - 4292

Published: Jan. 1, 2022

Pyrazoles are the most important five-membered N-heterocycles as they present in many natural products and synthetic drugs.Among various pyrazole derivatives, 4-bromopyrazoles have attracted great attention because not only display significant biological activities physicochemical properties but also serve valuable synthons organic chemistry.In this manuscript, an efficient eco-friendly method for synthesis of through threecomponent reaction hydrazine, acetylacetone 2-bromomalonate was reported proposal mechanism revealed.According to mechanism, hydrazine reacts with afford firstly, which then converts 4-bromopyrazole bromination.This could be well applicable bromination other heterocyclic compounds.Given high oxidation state diethyl 2-bromomalonate, peroxidation can avoided electrolysis process, thus excess amount brominating agent required.

Language: Английский

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Functionalization of 1,3‐Butadiene Derivatives under Photo/Electrocatalysis

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(28)

Published: May 20, 2024

Abstract In recent years, the functionalization of 1,3‐butadiene has become an attractive strategy for constructing allyl compounds with molecular and structural complexity, current research focuses on synthetic chemistry organic synthesis. Compared traditional synthesis method, methods promoted by photochemistry or electrochemistry represent environmentally friendly mild strategy. this review, reactions under photochemical/electrochemical processes in years are reviewed according to classification systems, particular emphasis corresponding reaction mechanism, which lays a foundation further exploration new catalytic methods.

Language: Английский

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Tandem Protocol of Hexahydroquinoline Synthesis Using [H₂-DABCO][HSO₄]₂ Ionic Liquid as a Green Catalyst at Room Temperature

ACS Omega, Journal Year: 2023, Volume and Issue: 8(6), P. 5877 - 5884

Published: Feb. 6, 2023

Green, eco-benign, and sustainable synthesis is paramount in present chemistry. Here, a facile, efficient, [H2-DABCO][HSO4]2 ionic-liquid-catalyzed one-pot multicomponent of hexahydroquinolines was reported under ambient reaction conditions. The 1,3-dicarbonyls, malononitrile, ammonium acetate with various aldehydes the presence an ionic liquid catalyst EtOH solvent at room temperature afforded excellent yields (76-100%) short time (5-15 min). Mild conditions, broad substrate scope (28 derivatives), column-chromatography-free catalytic efficiency good recyclability rendered this protocol superior practical. greenness method assessed through eco-score E-factor. significant results gram-scale synthetic conditions validate its applicability industries as well academia near future.

Language: Английский

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Electrochemical cascade pyrazole annulation and C-H halogenation for the synthesis of 4-halopyrazoles

Green Synthesis and Catalysis, Journal Year: 2023, Volume and Issue: unknown

Published: Oct. 1, 2023

The synthesis of 4-halo-functionalized pyrazoles by electrochemical cascade reactions between N,N-dimethyl enaminones and proper hydrazine reagents in the presence a halogen source is realized at room temperature. work provides tunable efficient accesses to 4-chloro- 4-bromopyrazoles aqueous THF (tetrahydrofuran) without using any transition metal reagent.

Language: Английский

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