Recent advances in transition-metal-free C–H functionalization of imidazo[1,2-a]pyridines

Green Synthesis and Catalysis, Год журнала: 2022, Номер 3(3), С. 227 - 242

Опубликована: Март 19, 2022

Imidazo[1,2-a]pyridines are unique nitrogen-containing organic compounds with wide applications in pharmaceuticals, natural products, material science and organometallics. Due to their significant biological synthetic value, the construction of imidazo[1,2-a]pyridine scaffolds has been a highly intriguing research topic, substantial progress had made past decades. In this review, we aim summarize current advances direct C–H functionalization imidazo[1,2-a]pyridines under transition-metal-free conditions. For selected examples, focused on design catalytic cycle mechanism, as well representative outcomes applications.

Язык: Английский

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Dual-state emissive imidazo[1,2-α]pyridines with full color emission, acidochromism, viscosity-dependent fluorescence, and bioimaging applications

Dyes and Pigments, Год журнала: 2024, Номер 224, С. 112004 - 112004

Опубликована: Фев. 2, 2024

Язык: Английский

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Cu(II)-Catalyzed N-Directed Distal C(sp³)–H Heteroarylation of Aliphatic N-Fluorosulfonamides

Organic Letters, Год журнала: 2022, Номер 24(4), С. 1055 - 1059

Опубликована: Янв. 26, 2022

A copper-catalyzed δ-regioselective C(sp3)-H heteroarylation of N-fluorosulfonamides has been developed. broad range heteroarenes were well tolerated and reacted with various to give the corresponding heteroarylated amides in good yields. Notably, all types (1°, 2°, 3°) δ-C(sp3)-H bonds could be regioselectively activated through 1,5-HAT process. This protocol provides a practical strategy for functionalization via forging C(sp3)-C(sp2) bond.

Язык: Английский

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Dual state emissive tridentate imidazopyridines with applications in acidochromism, metal ions detection, data encryption, and bioimaging

Dyes and Pigments, Год журнала: 2023, Номер 222, С. 111882 - 111882

Опубликована: Дек. 9, 2023

Язык: Английский

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Highly emissive tridentate fluorophores based on bis-imidazo[1,2-α]pyridine for deep-blue photoluminescence with CIE y ≤ 0.08

Journal of Luminescence, Год журнала: 2023, Номер 263, С. 120097 - 120097

Опубликована: Июль 30, 2023

Язык: Английский

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C(sp²)‐H Imination of Imidazo[1,2‐a]pyridines: A Catalyst‐Free, Multicomponent Approach

European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(19)

Опубликована: Март 5, 2024

Abstract We report here a catalyst‐free, (sp 2 )C−H imination reaction of in‐situ formed imidazo[1,2‐ ]pyridines and α‐iminoketones. This one‐pot, multicomponent, atom economic is performed at moderate to room temperature without the need for any catalyst inert conditions. The showed good substrate tolerance with appreciable yields. Gram‐scale synthesis post‐synthetic modifications obtain 1,2‐diketones are also described.

Язык: Английский

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C3-Alkylation of Imidazo[1,2-a]pyridines via Three-Component Aza-Friedel–Crafts Reaction Catalyzed by Y(OTf)3

Molecules, Год журнала: 2024, Номер 29(15), С. 3463 - 3463

Опубликована: Июль 24, 2024

As an important class of nitrogen-containing fused heterocyclic compounds, imidazo[1,2-a]pyridines often exhibit significant biological activities, such as analgesic, anticancer, antiosteoporosis, anxiolytic, etc. Using Y(OTf)

Язык: Английский

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Imidazo[1,2-α]pyridine-based polarity and viscosity-dependent fluorescent probes and application in selective detection of 2,6-dichloro-4-nitroaniline

Dyes and Pigments, Год журнала: 2024, Номер 231, С. 112425 - 112425

Опубликована: Авг. 29, 2024

Язык: Английский

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Fluoroamide-Directed Regiodivergent C-Alkylation of Nitroalkanes

Organic Letters, Год журнала: 2023, Номер 25(25), С. 4632 - 4637

Опубликована: Июнь 14, 2023

Herein, by exploiting different activation modes of fluoroamides, we achieved α- and δ-C(sp3)-H alkylation nitroalkanes with switchable regioselectivity. Cu catalysis enabled the interception a distal C-centered radical N-centered to couple unactivated δ-C-H bonds. In addition, imines generated in situ fluoroamides were trapped realize α-C-H amides. Both those scalable protocols have broad substrate scopes good functional group tolerance.

Язык: Английский

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Reaction of imidazo[1,2-a]pyridines with coumarin-3-carboxylic acids: a domino Michael addition/decarboxylation/oxidation/annulation

New Journal of Chemistry, Год журнала: 2022, Номер 46(40), С. 19455 - 19459

Опубликована: Янв. 1, 2022

A palladium-catalyzed decarboxylative domino reaction of imidazo[1,2- a ]pyridines and coumarin-3-carboxylic acids has been developed, which provides access to dibenzoisochromenoimidazo[1,2- ]pyridin-6-ones possessing six fused rings.

Язык: Английский

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