Transition metal-catalyzed alkynylation reactions via alkynyl carbon–carbon bond cleavage

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(8), С. 2081 - 2094

Опубликована: Янв. 1, 2023

This review focuses on the representative examples and most recent progresses in transition-metal-catalyzed cleavage of carbon–alkyne bonds alkynoic acids, propargylic alcohols, alkynyl esters, ketones.

Язык: Английский

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Ring-fluorination of heterocycles using chemical and electrochemical methods

Advances in heterocyclic chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

Язык: Английский

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Modular Synthesis of Monofluorinated 1,2,4-Triazoles/1,3,5-Triazines via Defluorinative Annulations of N-CF₃ Imidoyl Chlorides

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Март 10, 2025

Ring-fluorinated azaheterocycles have wide applications in agrochemicals, pharmaceuticals, and synthesis, which prompt continuous endeavors to expand such heterocyclic families. However, monofluorinated triazaheterocycles hardly been explored. This work reported a novel modular synthesis of 1,2,4-triazoles 1,3,5-triazines, utilizes N-CF3 imidoyl chlorides as unique polyfluoro synthons their defluorinative annulations with hydrazines/imidazines. Further modifications these fluorinated heterocycles highlight the potential method for accessing functional molecules.

Язык: Английский

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Advances in the Synthetic Utility of Difluorocarbene Generated from TMSCF₃ (Ruppert‐Prakash Reagent) and Its Derivatives

The Chemical Record, Год журнала: 2025, Номер unknown

Опубликована: Март 12, 2025

Abstract Organofluorine compounds are of pivotal significance particularly, in drug and agrochemical industries different strategies have been designed for their synthesis. The last two decades witnessed the emergence difluorocarbene as an efficient synthetic tool, providing easy access to organofluorine compounds. This review summarises reactions generated from Ruppert‐Prakash reagent (TMSCF 3 ) its derivatives TMSCF 2 Cl Br. Among various fluorination techniques available, chemistry offers a cost effective procedure, opening avenue large number details developments utility derivatives, till date.

Язык: Английский

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Recent advances in metal-free catalysts for the synthesis of N-heterocyclic frameworks focusing on 5- and 6-membered rings: a review

RSC Advances, Год журнала: 2025, Номер 15(13), С. 9676 - 9755

Опубликована: Янв. 1, 2025

The tremendous potential of transition metal-free multi-component reactions (MCR) in the synthesis N-heterocyclic frameworks is examined this review, offering a complete overview subject matter. discussion on mechanistic rationale reaction routes and intermediates provides profound insights into underlying changes, encouraging deeper investigation various molecular frameworks. This review serves as doorway to study practicality exploiting these for efficient uncomplicated specific nitrogen heterocycles. Specifically, we reveal catalysts field. Because their extensive scope diversity, enable heterocycles that contain nitrogen, which include 5-membered (carbazole, pyrimidines, pyrroles) 6-membered rings (piperidine, pyridine, quinoline, diazinane, pyrazine, quinoxaline, 1,2,3-triazine). In addition, compatibility with functional groups substrates not only increases synthetic value compounds but also broadens relevance domains medical chemistry, materials science, other relevant areas study. To motivate future development field, successful examples described highlight powerful instruments quick general, thorough insightful examination catalysts, highlighting contemporary organic revolutionize field heterocycle synthesis.

Язык: Английский

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N-Aryl/-Alkenyl difluoroketenimines: transient intermediates for the general synthesis of difluoroalkylated heterocycles

Green Synthesis and Catalysis, Год журнала: 2025, Номер unknown

Опубликована: Апрель 1, 2025

Язык: Английский

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Difluorocarbene-Triggered Acyl Rearrangement Reaction: A Strategy for the Direct Introduction of the gem-Difluoromethylene Group

Organic Letters, Год журнала: 2022, Номер 25(1), С. 99 - 103

Опубликована: Дек. 22, 2022

A novel metal- and catalyst-free dearomative reaction of 2-oxypyridines to construct gem-difluoromethylenated N-substituted 2-pyridones has been developed. The involves an attractive acyl rearrangement from O CF2 difluorocarbene-derived pyridinium ylides, which provides a new strategy for the direct introduction gem-difluoromethylene group with high efficiency selectivity as well broad substrate scope. Gram-scale synthesis synthetic transformations have also demonstrated.

Язык: Английский

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Blue Light-Promoted Cross-Coupling of α-Diazo Esters with Isocyanides: Synthesis of Ester-Functionalized Ketenimines

ACS Omega, Год журнала: 2022, Номер 7(10), С. 9071 - 9079

Опубликована: Март 3, 2022

A metal-free scalable synthesis of functionalized ketenimines from alkyl α-(aryl/heteroaryl)-α-diazoacetates and isocyanides induced by blue light irradiation has been developed. The reaction proceeds at room temperature without any photocatalyst provides in moderate to good yields. Density functional theory (DFT) calculations the experimental study showed that aryl(alkoxycarbonyl)carbenes both singlet triplet states can react with but only former leads smooth formation ketenimines. obtained were used for amidines under mild conditions.

Язык: Английский

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Oxidative cyclization of allyl compounds and isocyanide: A facile entry to polysubstituted 2-cyanopyrroles

Chinese Chemical Letters, Год журнала: 2023, Номер 35(4), С. 108836 - 108836

Опубликована: Июль 26, 2023

Язык: Английский

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[4 + 3] Cycloaddition of ketenimines with furocarbenoids: Divergent and efficient synthesis of fused cycloheptatriene and tropone scaffolds

Chinese Chemical Letters, Год журнала: 2022, Номер 34(5), С. 107823 - 107823

Опубликована: Сен. 15, 2022

Язык: Английский

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