Recent Advances in Nonprecious Metal Catalysis

Organic Process Research & Development, Journal Year: 2023, Volume and Issue: 27(3), P. 423 - 447

Published: Feb. 17, 2023

Nonprecious-metal-catalyzed alternatives to powerful precious metal transformations are of increasing interest in academia and the pharmaceutical industry due lower cost, better sustainability, toxicity. With continual growth broad field nonprecious catalysis (NPMC), we have chosen highlight selected articles published from March June 2022 which intended examples NPMC that feel may be especially relevant development. We aim inspire academic industrial innovation through discussion herein.

Language: Английский

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Palladium-Catalyzed Ligand-Directed Divergent Decarboxylative Cycloadditions of Vinyloxazolidine-2,4-diones with 1,3,5-Triazinanes

Organic Letters, Journal Year: 2024, Volume and Issue: 26(8), P. 1589 - 1594

Published: Feb. 22, 2024

This study demonstrates a highly efficient regiodivergent ligand-controlled palladium-catalyzed cycloaddition reaction of vinyloxazolidine-2,4-diones with 1,3,5-triazinanes. In the presence diphosphine ligand, proceeds via (5+2) pathway to afford 1,3-diazepin-4-ones in excellent yields, while using monophosphine smoothly (3+2) give imidazolidin-4-ones good yields.

Language: Английский

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Visible-Light-Induced Decarboxylative Annulation of α,β-Unsaturated Acids with Amines and α-Keto Acids for 2,4-Diarylquinoline Synthesis

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

Published: Feb. 3, 2025

An efficient and sustainable approach for the synthesis of 2,4-diarylquinolines has been developed via a visible-light-promoted metal-free three-component decarboxylative annulation pathway. This one-pot protocol combines readily available feed-stock α,β-unsaturated acids, aromatic amines, α-keto acids in cascade manner to access substituted quinolines under eco-benign conditions. Moreover, mechanistic insights suggest initial C-C cross coupling followed by 6π electrocyclic afford desired products. The broad substrates scope excellent functional group tolerance make this more attractive synthetically applicable toward construction complex N-heterocycles.

Language: Английский

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Regiodivergent Metal-Controlled Synthesis of Multiply Substituted Quinolin-2-yl- and Quinolin-3-ylphosphonates

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(4), P. 2367 - 2376

Published: Jan. 26, 2023

In this study, we developed a selective method for synthesis of multi-substituted quinoline-2-ylphosphonates and quinoline-3-ylphosphonates by copper- or gold-catalyzed reactions phosphoryl-substituted conjugated ynones with 2'-amino-2,2,2-trifluoroacetophenones. The approach proposed makes it possible to obtain various substituted quinolines in good yields. It is also shown that (4,4,4-trifluoro-3-oxobut-1-yn-1-yl)phosphonate reacts 2-aminoaryl ketones under non-catalytic conditions formation 4-substituted high

Language: Английский

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Oxime Esters: Flexible Building Blocks for Heterocycle Formation

Topics in Current Chemistry, Journal Year: 2023, Volume and Issue: 381(4)

Published: May 18, 2023

Language: Английский

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Recent Advances in the Synthesis of Quinolines: A Focus on Oxidative Annulation Strategies

Catalysts, Journal Year: 2025, Volume and Issue: 15(5), P. 441 - 441

Published: April 30, 2025

Quinoline, a heterocyclic scaffold of paramount importance in medicinal and industrial chemistry, has garnered significant attention due to its versatile application. Traditional synthetic methods, dating back over century, have evolved into innovative strategies leveraging catalytic C–H bond activation, transition-metal-free protocols, photo-induced oxidative cyclization. Recent advancements highlight the synergistic roles catalysts, oxidants, solvents enhancing molecular reactivity reaction efficiency. This review systematically summarizes state-of-the-art annulation techniques for quinoline synthesis, emphasizing mechanistic insights practical applications.

Language: Английский

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Recent Strategies for the Synthesis of Ferrocene Derivatives and Their Applications to Electrochemistry

Synthesis, Journal Year: 2025, Volume and Issue: unknown

Published: May 5, 2025

Abstract Ferrocene, a highly redox-stable organometallic compound with distinctive sandwich-like structure, has significantly influenced the fields of electrochemistry, materials science, and medicinal chemistry. Modifying ferrocene core its side chains is crucial for fine-tuning redox properties, solubility, stability, thereby enhancing performance in various applications. This review discusses synthesis compounds potentially relevant to electrochemical applications, focusing on recent strategies nondirected C–H functionalization diverse reactions side-chain modifications. Advances activation ferrocenes have been facilitated by catalytic methods utilizing Pd, Ir, Au, In, Fe catalysts, as well through photoredox techniques. Furthermore, are modified via range mild transformations compatible core, including substitution annulation. These advancements synthesizing derivatives broadened their potential notably electron-transfer mediators, energy-storage systems, sensors. 1 Introduction 2 Nondirected Activation Ferrocene Its Derivatives 3 Side-Chain Modification 4 Applications Electrochemistry 5 Conclusion

Language: Английский

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Diverse synthesis of functionalized hydroquinoline derivatives from α-aryl vinylsulfonium salts

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(17), P. 4256 - 4262

Published: Jan. 1, 2023

We achieved diverse transformations of α-aryl vinylsulfonium salts under mild reaction conditions, affording various 1,2-dihydroquinoline and ring-fused tetrahydroquinoline skeletons in moderate to excellent isolated yields.

Language: Английский

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Copper-Catalyzed [3 + 2] Annulation of O-Acyl Oximes with 4-Sulfonamidophenols for the Synthesis of 5-Sulfonamidoindoles and 2-Amido-5-sulfonamidobenzofuran-3(2H)-ones

Organic Letters, Journal Year: 2024, Volume and Issue: 26(20), P. 4229 - 4234

Published: May 13, 2024

A copper-catalyzed [3 + 2] annulation of

Language: Английский

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Gold-Catalyzed Synthesis of 4-(Trifluoromethyl)quinolinecarboxylates

Russian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 59(4), P. 567 - 572

Published: April 1, 2023

Language: Английский

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