Multicomponent Click Reaction: An Indispensable Tool for Easy Access of Functionalized 1,2,3‐Triazoles

ChemistrySelect, Год журнала: 2024, Номер 9(18)

Опубликована: Май 6, 2024

Abstract Multicomponent reactions are operationally simple and display a significant role in diverse chemical modification by reducing reaction times as well additional steps involved. In this review, we highlighted the impact of multi‐component assistance with modular Click chemistry to develop library triazole‐appended scaffolds including 1,2,3‐triazole‐fused heterocycles, glycoconjugates, macrocycles combinatorial synthesis differently functionalized triazoles along mechanistic insights range applications field medicinal chemistry.

Язык: Английский

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Nitrogen heterocycle construction in aqueous mediums: A sustainable tool for molecular diversity

Current Opinion in Green and Sustainable Chemistry, Год журнала: 2023, Номер 40, С. 100756 - 100756

Опубликована: Янв. 14, 2023

Язык: Английский

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Cascade C–H Activation and Defluorinative Annulation of 2-Arylbenzimidazoles with α-Trifluoromethyl-α-diazoketones: Modular Assembly of 6-Fluorobenzimidazo[2,1-a]isoquinolines

Organic Letters, Год журнала: 2023, Номер 25(26), С. 4770 - 4775

Опубликована: Июнь 26, 2023

A novel Ru-catalyzed redox-neutral [4+2] cyclization of 2-arylbenzimidazoles with α-trifluoromethyl-α-diazoketones has been achieved through sequential C-H activation and defluorinative annulation. This synthetic protocol unlocks modular expeditious access to 6-fluorobenzimidazo[2,1-a]isoquinolines high efficiency excellent functional group compatibility. The resultant monofluorinated heterocyclic products can readily diversified by various nucleophiles.

Язык: Английский

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Transition‐Metal‐Free Synthesis of N‐Heterocyclic Compounds via Multi‐Component Reactions

Asian Journal of Organic Chemistry, Год журнала: 2023, Номер 12(9)

Опубликована: Июль 29, 2023

Abstract Multicomponent reactions (MCRs) have emerged as powerful tools in synthetic chemistry for the efficient synthesis of diverse molecular scaffolds, particularly nitrogen‐containing heterocycles. Despite their numerous advantages, use transition metal catalysts or additives MCRs can present limitations due to cost, toxicity, and environmental concerns. In recent years, there has been a growing interest metal‐free N ‐heterocyclic compounds. This review provides comprehensive concise overview advancements valuable ‐heterocycles over past five years. The is systematically organized, categorizing discussed based on size heterocyclic ring number nitrogen atoms. Only that result formation rings containing at least one atom are included, while derivatization using falls outside scope this review. By highlighting developments field, aims showcase potential significance sustainable strategies accessing elimination metals not only simplifies reaction conditions but also contributes greener more environmentally friendly approaches. serves resource researchers interested design application

Язык: Английский

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Copper‐Catalyzed [3+2] Annulation of Pyridinium Ylides with α‐CF₃ Ketones: Synthesis of Functionalized 2‐Fluoroindolizines

Asian Journal of Organic Chemistry, Год журнала: 2023, Номер 12(5)

Опубликована: Март 23, 2023

Abstract A copper‐catalyzed [3+2] annulation of the in situ generated pyridinium ylides with α‐CF 3 ketones was realized, which first acted as synthetic equivalents unstable fluoroalkynones. With this protocol, a series functionalized 2‐fluoroindolizines were afforded moderate to good yields under ambient conditions air oxidant.

Язык: Английский

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Combining Hydrodefluorination and Defluorophosphorylation for Chemo- and Stereoselective Synthesis of gem-Fluorophosphine Alkenes

Organic Letters, Год журнала: 2023, Номер 25(34), С. 6368 - 6373

Опубликована: Авг. 18, 2023

A chemo-, regio-, and stereoselective reaction of trifluoromethyl enones, phenylsilane, phosphine oxides through a sequential hydrodefluorination defluorophosphorylation relay is developed for the synthesis distinctive gem-fluorophosphine alkenes. This multicomponent occurred under transition-metal-free conditions with good functional group tolerance. Moreover, preinstalled carbonyl auxiliary important tuning reactivity β-trifluoromethyl thereby enabling controllable selective functionalization two fluorine atoms in trifluoromethylated enones.

Язык: Английский

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Advances in the Synthesis of α-Trifluoromethyl Ketones and Their Application via Defluorinative Reactions

Chinese Journal of Organic Chemistry, Год журнала: 2025, Номер 45(1), С. 86 - 86

Опубликована: Янв. 1, 2025

Язык: Английский

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Sodium Poly(heptazine imide)-Enabled Oxytrifluoromethylation of Alkenes for the Synthesis of α-CF₃ Ketones

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Март 29, 2025

This paper describes a NaPHI-catalyzed oxytrifluoromethylation of olefins under photoirradiation. The reaction is applicable for the synthesis α-trifluoromethyl ketones, which could be structurally elaborated into an array useful scaffolds. Mechanistic studies suggested that photoexcited NaPHI* facilitate formation singlet 1O2 through EnT process, thus enabling difunctionalization with trifluoromethyl radical and oxygen anion species.

Язык: Английский

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Metal-free synthesis of ketonitrilesviaC–F bond cleavage

New Journal of Chemistry, Год журнала: 2023, Номер 47(13), С. 6171 - 6175

Опубликована: Янв. 1, 2023

A new and practical cyanation of α-CF 3 carbonyls with aqueous ammonia is developed.

Язык: Английский

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Amine-Induced Selective C–C Bond Cleavage of 2,2,2-Trifluoroethyl Carbonyls for the Synthesis of Ureas and Amides

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(14), С. 10137 - 10146

Опубликована: Июль 12, 2023

An efficient and selective transformation of 2,2,2-trifluoroethyl carbonyls into ureas/amides with amines is reported. This protocol allows the cleavage C–C bond under transition metal-free oxidant-free conditions, which in contrast to analogous C–F or C–CF3 functionalization. reaction reveals unexplored reactivity exhibits a broad substrate range good functional group tolerance.

Язык: Английский

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