Iron(II)-catalyzed benzylic fluorination.

No abstract is available for this paper.

• Publication year

  2013

• Venue

  Organic Letters

• Publication date

  2013-03-25

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1021/ol400424sPMID 23527764
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• Enantio- and regioselective intermolecular benzylic and allylic C-H bond amination.

  2013cited by this paper
• A polycomponent metal-catalyzed aliphatic, allylic, and benzylic fluorination.

  2012cited by this paper
• Oxidative Aliphatic C-H Fluorination with Fluoride Ion Catalyzed by a Manganese Porphyrin

  2012cited by this paper
• Transition-metal-free Benzylic C–H Bond Intermolecular Amination Utilizing Chloramine-T and I2

  2012cited by this paper
• C-C, C-O and C-N bond formation via rhodium(III)-catalyzed oxidative C-H activation.

  2012cited by this paper
• Innate and guided C-H functionalization logic.

  2012cited by this paper
• Selective oxidation of unactivated C-H bonds by supramolecular control.

  2012cited by this paper
• Pd-catalyzed C-H fluorination with nucleophilic fluoride.

  2012cited by this paper
• Recent Advances in Iron-Catalyzed C-H Bond Activation Reactions

  2012cited by this paper
• Rhodium-catalyzed oxidative olefination of C-H bonds in acetophenones and benzamides.

  2011cited by this paper
• Hydrocarbon chlorination promoted by manganese and iron complexes with methylated derivatives of bis(2-pyridylmethyl)-1,2-ethanediamine

  2011cited by this paper
• Copper mediated oxidation of amides to imides by Selectfluor

  2011cited by this paper
• Towards mild metal-catalyzed C-H bond activation.

  2011cited by this paper
• If C-H bonds could talk: selective C-H bond oxidation.

  2011cited by this paper
• Catalytic C-H bond amination from high-spin iron imido complexes.

  2011cited by this paper
• Palladium-catalyzed intermolecular directed C-H amidation of aromatic ketones.

  2011cited by this paper
• Ligand Lone-Pair Influence on Hydrocarbon C-H Activation. A Computational Perspective

  2010cited by this paper
• Benzene C−H Bond Activation in Carboxylic Acids Catalyzed by O-Donor Iridium(III) Complexes: An Experimental and Density Functional Study

  2010cited by this paper
• Synthesis of phenanthrone derivatives from sec-alkyl aryl ketones and aryl halides via a palladium-catalyzed dual C-H bond activation and enolate cyclization.

  2010cited by this paper
• Manganese porphyrins catalyze selective C-H bond halogenations.

  2010cited by this paper
• A simple base-mediated halogenation of acidic sp2 C-H bonds under noncryogenic conditions.

  2009cited by this paper
• Fluorine in medicinal chemistry and chemical biology

  2009cited by this paper
• Micellar-System-Mediated DirectFluorination of Ketones in Water

  2009cited by this paper
• Sustainable metal catalysis with iron: from rust to a rising star?

  2008cited by this paper
• Fluorinated Nucleosides: Synthesis and Biological Implication.

  2008cited by this paper
• Oxidative Pd(II)-catalyzed C-H bond amination to carbazole at ambient temperature.

  2008cited by this paper
• A Predictably Selective Aliphatic C–H Oxidation Reaction for Complex Molecule Synthesis

  2007cited by this paper
• Palladium-catalyzed fluorination of carbon-hydrogen bonds.

  2006cited by this paper
• Nature's inventory of halogenation catalysts: oxidative strategies predominate.

  2006cited by this paper
• Alumina-supported vanadyl complexes as catalysts for the CH bond activation of cyclohexene with tert-butylhydroperoxide

  2004cited by this paper
• Understanding and exploiting C–H bond activation

  2002cited by this paper
• Anodic benzylic fluorination of toluene, ethylbenzene, and cumene derivatives

  2002cited by this paper
• The first application of SelectfluorTM in electrophilic fluorination of amines: a new route to –NF2, –NHF, and >NF compounds

  2001cited by this paper
• Fluorine substituent effects (on bioactivity)

  2001cited by this paper
• Electrolytic partial fluorination of organic compounds. Part 34. Regioselective anodic fluorination of benzyl thiocyanate and its derivatives

  2000cited by this paper
• High yield direct fluorofunctionalisation of ketones using AccufluorTM-NFTh fluorinating reagent

  1996cited by this paper
• Effects of fluorine substitution on drug metabolism: pharmacological and toxicological implications.

  1994cited by this paper

• Ligandless Iron‐Catalyzed C(sp3)─H Bond Fluorination

  2026cites this paper
• Copper‐Catalyzed Oxidative Decarboxylative Olefination of Sp 3 C─H Bonds Using Cinnamic Acid

  2025cites this paper
• Harnessing Photoenzymatic Systems for Intermolecular C–H Fluorination

  2025cites this paper
• Accessing Molecular Complexity from Methane and Other Gaseous Alkanes via Photocatalytic Cascade Cyclization

  2025cites this paper
• C(sp3)-H halogenation using first-row transition metal catalysts under homogeneous conditions.

  2025cites this paper
• Photoinduced Transition-MetalExternal Photosensitizer Free Benzylic Fluorination of Unactivated Alkylarenes.

  2024cites this paper
• Copper-Mediated Radical Fluorine-Atom Transfer to Sulfonyl Radical: A Dramatic 4-Methoxypyridine 1-Oxide Ligand Effect

  2024cites this paper
• Benzylic C(sp3)–H fluorination

  2024cites this paper
• Recent advances in late-stage monofluorination of natural products and their derivatives

  2024cites this paper
• Nonheme Mononuclear and Dinuclear Iron(II) and Iron(III) Fluoride Complexes and Their Fluorine Radical Transfer Reactivity.

  2024cites this paper
• High-Valent Cobalt-Difluoride in Oxidative Fluorination of Saturated Hydrocarbons.

  2024cites this paper
• Transition-metal-catalyzed C(sp3)–H bond fluorination reactions

  2024cites this paper
• Copper-Catalyzed Electrochemical C-H Fluorination.

  2023cites this paper
• Pulsed electrolysis: enhancing primary benzylic C(sp3)–H nucleophilic fluorination

  2023cites this paper
• Alkylation and silylation of α-fluorobenzyl anion intermediates.

  2023cites this paper
• Competition between C-C and C-H Bond Fluorination: A Continuum of Electron Transfer and Hydrogen Atom Transfer Mechanisms.

  2023cites this paper
• Oxidations of Alcohols, Aldehydes, and Diols Using NaBr and Selectfluor.

  2023cites this paper
• Fluoroalkyl Sulfoximines for Versatile Photocatalytic Radical Fluoroalkylations

  2023cites this paper
• Evidence for a High-Valent Iron-Fluoride That Mediates Oxidative C(sp3)-H Fluorination

  2023cites this paper
• Radical C(sp3)–H functionalization and cross-coupling reactions

  2022cites this paper
• Hydroxy-directed fluorination of remote unactivated C(sp3)–H bonds: a new age of diastereoselective radical fluorination

  2022cites this paper
• Chemo‐ and Site‐Selective Electro‐Oxidative Alkane Fluorination by C(sp3)−H Cleavage

  2022cites this paper
• Photoredox-Mediated Mono- and Difluorination of Remote Unactivated Methylene C(sp3)-H Bonds of N-Alkyl Sulfonamides.

  2021cites this paper
• Electrochemical anodic oxidative fluorination and trifluoroalkylation of organic compounds

  2021cites this paper
• Pyrans and Their Benzo Derivatives: Structure and Reactivity

  2021cites this paper
• Site-Selective Photochemical Fluorination of Ketals: Unanticipated Outcomes in Selectivity and Stability.

  2020cites this paper
• Transition Metal-Mediated Radical Fluorination for Preparing Alkyl Fluorides

  2020cites this paper
• Visible-Light-Promoted Synthesis of α-CF2H-Substituted Ketones by Radical Difluoromethylation of Enol Acetates.

  2020cites this paper
• Transition metal-free cross-dehydrogenative arylation of unactivated benzylic C-H bonds.

  2020cites this paper
• Catalytic C(sp3)–F bond formation: recent achievements and pertaining challenges

  2020cites this paper
• Copper-Catalyzed Functionalization of Benzylic C-H Bonds with N-Fluorobenzenesulfonimide: Switch from C-N to C-F Bond Formation Promoted by a Redox Buffer and Brønsted Base.

  2020cites this paper
• Copper-Catalyzed C-H Fluorination/Functionalization Sequence Enabling Benzylic C-H Cross Coupling with Diverse Nucleophiles.

  2020cites this paper
• C H functionalization of (hetero)arenes: Direct selanylation mediated by Selectfluor

  2020cites this paper
• An efficient protocol for the synthesis of monofluoroalkylated (hetero)arenes via Pd-catalyzed α-(hetero)arylation of α-fluoroketones with (hetero)aryl bromides

  2020cites this paper
• Engaging α-Fluorocarboxylic Acids Directly in Decarboxylative C–C Bond Formation

  2020cites this paper
• Redox Neutral Radical-Relay Cobalt Catalysis toward C-H Fluorination and Amination.

  2020cites this paper
• C(sp3)-H Fluorination with a Copper(II)/(III) Redox Couple.

  2020cites this paper
• Transition‐Metal‐Mediated and Transition‐Metal‐Catalyzed Carbon–Fluorine Bond Formation

  2020cites this paper
• In Pursuit of Fluorinated Sigma Receptor Ligand Candidates Related to [18F]-FPS

  2019cites this paper
• Emerging fluorination methods in organic chemistry relevant for life science application

  2019cites this paper
• Keto-Difluoromethylation of Aromatic Alkenes by Photoredox Catalysis: Step-Economical Synthesis of α-CF2H-Substituted Ketones in Flow

  2019cites this paper
• Benzylic C H fluorination over supported silver catalyst

  2019cites this paper
• Directed C-H Halogenation Reactions Catalysed by Pd(II) Supported on Polymers under Batch and Continuous Flow Conditions.

  2019cites this paper
• Fluorierung von C‐H‐Bindungen: Entwicklungen und Perspektiven

  2019cites this paper
• N-Directed fluorination of unactivated Csp3–H bonds†

  2019cites this paper
• The fluorination of C-H bonds: developments and perspectives.

  2019cites this paper
• Recent advances in transition-metal-catalyzed incorporation of fluorine-containing groups

  2019cites this paper
• Chemoselective mono- and difluorination of 1,3-dicarbonyl compounds.

  2019cites this paper
• Recent advances in the synthesis of functionalised monofluorinated compounds.

  2018cites this paper
• Sensitized Aliphatic Fluorination Directed by Terpenoidal Enones: A "Visible Light" Approach.

  2018cites this paper
• Visible-Light Photocatalysis: Does It Make a Difference in Organic Synthesis?

  2018cites this paper
• Benzylic Fluorination of Aza-Heterocycles Induced by Single-Electron Transfer to Selectfluor.

  2018cites this paper
• Nondirected Copper-Catalyzed Sulfoxidations of Benzylic C-H Bonds.

  2018cites this paper
• Nickel-Catalyzed Reductive Cross-Coupling of Aryl Halides with Monofluoroalkyl Halides for Late-Stage Monofluoroalkylation.

  2018cites this paper
• Catalyzed and Promoted Aliphatic Fluorination.

  2018cites this paper
• Copper-Mediated Trifluoromethylation of Benzylic Csp3 -H Bonds.

  2018cites this paper
• Merging Visible-Light Photocatalysis and Transition-Metal Catalysis in Three-Component Alkyl-Fluorination of Olefins with a Fluoride Ion.

  2018cites this paper
• Decarboxylative fluorination of aliphatic carboxylic acids under heterogeneous delafossite AgFeO2 nanoparticle catalysis: The utilization of bimetallic cooperativity

  2018cites this paper
• Site selectivities in fluorination

  2018cites this paper
• Oxidation of Iodo- and Bromo-Substituted Polymethylbenzenes in the System PbO2–CF3COOH–CH2Cl2

  2018cites this paper
• Photokatalyse mit sichtbarem Licht: Welche Bedeutung hat sie für die organische Synthese?

  2018cites this paper
• Direct heterobenzylic fluorination, difluorination and trifluoromethylthiolation with dibenzenesulfonamide derivatives

  2018cites this paper
• Radical C-H Fluorination Using Unprotected Amino Acids as Radical Precursors.

  2017cites this paper
• Iron-Catalyzed C-H Bond Activation.

  2017cites this paper
• Mechanistic insights for the photoredox organocatalytic fluorination of aliphatic carbons by anthraquinone using time-resolved and DFT studies

  2017cites this paper
• Catalytic formation of C(sp3)–F bonds via decarboxylative fluorination with mechanochemically-prepared Ag2O/TiO2 heterogeneous catalysts

  2017cites this paper
• Combinatorial Nickel-Catalyzed Monofluoroalkylation of Aryl Boronic Acids with Unactivated Fluoroalkyl Iodides.

  2017cites this paper
• 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

  2017cites this paper
• Multiple Enone-Directed Reactivity Modes Lead to the Selective Photochemical Fluorination of Polycyclic Terpenoid Derivatives.

  2017cites this paper
• cis-Specific cyanofluorination of vinyl azides enabled by electron-donor-acceptor complexes: synthesis of α-azido-β-fluoronitriles.

  2017cites this paper
• Site-selective 18F fluorination of unactivated C–H bonds mediated by a manganese porphyrin

  2017cites this paper
• Aminofluorination of Cyclopropanes: A Multifold Approach through a Common, Catalytically Generated Intermediate.

  2016cites this paper
• Iron-Catalyzed, Fluoroamide-Directed C-H Fluorination.

  2016cites this paper
• A Convenient Late-Stage Fluorination of Pyridylic C-H Bonds with N-Fluorobenzenesulfonimide.

  2016cites this paper
• Recent Advances in Non-directed C(sp3)–H Bond Functionalization

  2016cites this paper
• Enantioselective Palladium-Catalyzed Oxidative β,β-Fluoroarylation of α,β-Unsaturated Carbonyl Derivatives.

  2016cites this paper
• Mono‐ and Difluorination of Benz­ylic Carbon Atoms

  2016cites this paper
• Direct, visible light-sensitized benzylic C H fluorination of peptides using dibenzosuberenone: selectivity for phenylalanine-like residues

  2016cites this paper
• Iron(II)-Catalyzed Intermolecular Aminofluorination of Unfunctionalized Olefins Using Fluoride Ion.

  2016cites this paper
• Benzylic C(sp(3))-H Functionalization for C-N and C-O Bond Formation via Visible Light Photoredox Catalysis.

  2016cites this paper
• Modern Transition-Metal-Catalyzed Carbon-Halogen Bond Formation.

  2016cites this paper
• Catalyst-free radical fluorination of sulfonyl hydrazides in water

  2016cites this paper
• Tandem C–C Bond Cleavage of ­Cyclopropanols and Oxidative Aromatization by Manganese(IV) Oxide in a Direct C–H to C–C Functionalization of Heteroaromatics

  2016cites this paper
• Site-Selective Approach to β-Fluorination: Photocatalyzed Ring Opening of Cyclopropanols.

  2015cites this paper
• Unstrained C–C bond activation and directed fluorination through photocatalytically-generated radical cations

  2015cites this paper
• Direct construction of 2-alkylbenzo-1,3-azoles via C-H activation of alkanes for C-C and C-X (X = O, S) bond formation.

  2015cites this paper
• Rhodium-catalyzed benzylic fluorination of trichloroacetimidates

  2015cites this paper
• Transition-metal free oxidative aliphatic C–H fluorination

  2015cites this paper
• Copper-catalyzed oxidative esterification of unactivated C(sp3)–H bonds with carboxylic acids via cross dehydrogenative coupling

  2015cites this paper
• Silver-Mediated Decarboxylative Fluorination of Paraconic Acids: A Direct Entry to β-Fluorinated γ-Butyrolactones

  2015cites this paper
• Direct photocatalytic fluorination of benzylic C-H bonds with N-fluorobenzenesulfonimide.

  2015cites this paper
• Silver-catalyzed ring-opening strategy for the synthesis of β- and γ-fluorinated ketones.

  2015cites this paper
• Ligand-Enabled Stereoselective β-C(sp(3))-H Fluorination: Synthesis of Unnatural Enantiopure anti-β-Fluoro-α-amino Acids.

  2015cites this paper
• Decarboxylative Fluorination of Aliphatic Carboxylic Acids via Photoredox Catalysis.

  2015cites this paper
• Iron- or silver-catalyzed oxidative fluorination of cyclopropanols for the synthesis of β-fluoroketones.

  2015cites this paper
• Transition metal complex assisted Csp3-F bond formation.

  2015cites this paper
• Iron catalysis in organic synthesis.

  2015cites this paper
• Palladium-Catalyzed Site-Selective Fluorination of Unactivated C(sp(3))-H Bonds.

  2015cites this paper
• A Visible-Light-Mediated Radical Smiles Rearrangement and its Application to the Synthesis of a Difluoro-Substituted Spirocyclic ORL-1 Antagonist.

  2015cites this paper
• Mechanistic study of silver-catalyzed decarboxylative fluorination.

  2015cites this paper