C—F Bond Insertion into Indoles with CHBr₂F: An Efficient Method to Synthesize Fluorinated Quinolines and Quinolones

Chinese Journal of Chemistry, Год журнала: 2024, Номер 42(10), С. 1128 - 1132

Опубликована: Фев. 6, 2024

Comprehensive Summary A mild and practical method for synthesizing fluorinated quinoline derivatives, which have a wide range of applications in pharmaceuticals, materials, organic synthesis, was described through C—F bond insertion into indoles using CHBr 2 F. The simple conditions, readily availability F, as well the versatility transformations make this strategy very powerful 3‐fluoroquinoline 3‐fluoroquinolone. mechanistic studies reveal that bromofluorocarbene generated in‐situ under basic condition key intermediate.

Язык: Английский

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Electrochemical Regioselective Cross-Dehydrogenative Coupling of Indoles with Xanthenes

The Journal of Organic Chemistry, Год журнала: 2021, Номер 87(2), С. 1056 - 1064

Опубликована: Дек. 29, 2021

An electrochemical cross-dehydrogenative coupling of indoles with xanthenes has been established at room temperature. This reaction could proceed in the absence any catalyst or external oxidant, and generate indole derivatives moderate yields. Mechanistic experiments support that a radical pathway maybe involved this system.

Язык: Английский

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Site-Selective Electrochemical C–H Cyanation of Indoles

Organic Letters, Год журнала: 2021, Номер 23(15), С. 5983 - 5987

Опубликована: Июль 23, 2021

An electrochemical approach for the site-selective C–H cyanation of indoles employing readily available TMSCN as cyano source has been developed. The electrosynthesis relies on tris(4-bromophenyl)amine a redox catalyst, which achieves better yield and regioselectivity. A variety C2- C3-cyanated were obtained in satisfactory yields. reactions are conducted simple undivided cell at room temperature obviate need transition-metal reagent chemical oxidant.

Язык: Английский

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Catalytic Atroposelective C7 Functionalisation of Indolines and Indoles

Chemistry - A European Journal, Год журнала: 2021, Номер 28(1)

Опубликована: Окт. 22, 2021

Axially chiral atropisomeric compounds are widely applied in asymmetric catalysis and medicinal chemistry. In particular, axially indole- indoline-based frameworks have been recognised as important heterobiaryl classes because they the core units of bioactive natural alkaloids, ligands compounds. Among them, synthesis C7-substituted indole biaryls analogous indoline derivatives is particularly challenging, methods for their efficient high demand. Transition-metal considered one most to construct atropisomers. Here, we report enantioselective C7-indolino- C7-indolo biaryl atropisomers by means C-H functionalisation catalysed RhJasCp complexes.

Язык: Английский

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Weak Chelation-Assisted C4-Selective Alkylation of Indoles with Cyclopropanols via Sequential C–H/C–C Bond Activation

Organic Letters, Год журнала: 2022, Номер 24(32), С. 6000 - 6005

Опубликована: Авг. 10, 2022

A Rh-catalyzed weak chelation-guided C4-alkylation of indoles has been accomplished using cyclopropanols as an alkylating agent via the cascade C–H and C–C bond activation. The substrate scope, functional group tolerance, late-stage mutation drug molecules are important practical features.

Язык: Английский

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