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   Articles with "sp3 fluorination" as a keyword



α,β-Desaturation and Formal β-C(sp3)-H Fluorination of N-Substituted Amines: A Late-Stage Functionalization Strategy Enabled by Electrochemistry.

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recommendations! Published in 2024 at "Journal of the American Chemical Society"

DOI: 10.1021/jacs.4c02548

Abstract: Incorporation of C(sp3)-F bonds in biologically active compounds is a common strategy employed in medicinal and agricultural chemistry to tune pharmacokinetic and pharmacodynamic properties. Due to the limited number of robust strategies for C(sp3)-H fluorination… read more here.

Keywords: sp3 fluorination; strategy; functionalization; electrochemistry ... See more keywords

Pd-catalyzed γ-C(sp3)-H Fluorination of Free Amines.

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recommendations! Published in 2020 at "Journal of the American Chemical Society"

DOI: 10.1021/jacs.9b13537

Abstract: The first example of free amine γ-C(sp3)-H fluorination is realized using 2-hydroxynicotinaldehyde as the transient directing group. A wide range of cyclohexyl and linear aliphatic amines could be fluorinated selectively at the γ-methyl and methylene… read more here.

Keywords: methyl fluorination; step; sp3 fluorination; fluorination ... See more keywords

Controlling Pd(IV) reductive-elimination pathways enables Pd(II)-catalyzed enantioselective C(sp3)–H fluorination

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recommendations! Published in 2018 at "Nature chemistry"

DOI: 10.1038/s41557-018-0048-1

Abstract: The development of a Pd(ii)-catalysed enantioselective fluorination of C(sp3)−H bonds would offer a new approach to making chiral organofluorines. However, such a strategy is particularly challenging because of the difficulty in differentiating prochiral C(sp3)−H bonds… read more here.

Keywords: reductive elimination; enantioselective sp3; sp3; sp3 fluorination ... See more keywords
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Ketones as directing groups in photocatalytic sp3 C–H fluorination† †Electronic supplementary information (ESI) available. CCDC 1556373, 1556374 and 1556555. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7sc02703f

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recommendations! Published in 2017 at "Chemical Science"

DOI: 10.1039/c7sc02703f

Abstract: Visible light-sensitization allows conformationally rigid ketones to act as “directing groups” for aliphatic fluorination using Selectfluor, catalytic benzil, and LEDs. read more here.

Keywords: directing groups; ketones directing; sp3 fluorination; fluorination ... See more keywords

Benzylic C(sp3)–H fluorination

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recommendations! Published in 2024 at "Beilstein Journal of Organic Chemistry"

DOI: 10.3762/bjoc.20.137

Abstract: The selective fluorination of C(sp3)–H bonds is an attractive target, particularly for pharmaceutical and agrochemical applications. Consequently, over recent years much attention has been focused on C(sp3)–H fluorination, and several methods that are selective for… read more here.

Keywords: chemistry; fluorination; benzylic sp3; sp3 fluorination ... See more keywords