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Pd( ii )-catalyzed meta -C–H bromination and chlorination of aniline and benzoic acid derivatives

https://doi.org/10.1039/d2sc01834a
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Outgoing claims: the papers this work cites, builds on, or argues with.

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Metal‐Catalyzed Cross‐Coupling Reactions
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Selective C3C3 Oxidative Cross‐Coupling between Unactivated Anilines and Indoles
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Incorporation of Carbon Dioxide into Carbamate Directing Groups: Palladium‐Catalyzed meta‐C–H Olefination and Acetoxylation of Aniline Derivatives
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Arylation of Azaarylmethylamines with Aryl Chlorides and a NiBr2/NIXANTPHOS‐based Catalyst
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Palladium(II)‐Catalyzed CH Activation/CC Cross‐Coupling Reactions: Versatility and Practicality
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Ruthenium‐Catalyzed Regioselective Direct Alkylation of Arenes with Unactivated Alkyl Halides through CH Bond Cleavage
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A Highly Para‐Selective Copper(II)‐Catalyzed Direct Arylation of Aniline and Phenol Derivatives
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Carboxylic Acids as Traceless Directing Groups for Formal meta ‐Selective Direct Arylation
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Beyond Directing Groups: Transition‐Metal‐Catalyzed CH Activation of Simple Arenes
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The Cross‐Dehydrogenative Coupling of CH Bonds: A Versatile Strategy for CC Bond Formations
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Carboxylic Acids as Traceless Directing Groups for the Rhodium(III)‐Catalyzed Decarboxylative CH Arylation of Thiophenes
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Palladium(II)‐Catalyzed meta‐CH Olefination: Constructing Multisubstituted Arenes through Homo‐Diolefination and Sequential Hetero‐Diolefination
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Ruthenium‐Catalyzed meta‐Selective CH Bromination
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Directed meta‐Selective Bromination of Arenes with Ruthenium Catalysts
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Regioselective C−H Hydroarylation of Internal Alkynes with Arenecarboxylates: Carboxylates as Deciduous Directing Groups
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meta‐C−H Bromination on Purine Bases by Heterogeneous Ruthenium Catalysis
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Template‐Assisted meta‐C−H Alkylation and Alkenylation of Arenes
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Activation of Remote meta ‐C−H Bonds in Arenes with Tethered Alcohols: A Salicylonitrile Template
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Ruthenium‐Catalyzed para‐Selective C−H Alkylation of Aniline Derivatives
inferredcites →https://doi.org/10.1002/anie.201708967openalex-snapshot
meta ‐Selective C−H Borylation of Benzylamine‐, Phenethylamine‐, and Phenylpropylamine‐Derived Amides Enabled by a Single Anionic Ligand
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Site‐Selective Linear Alkylation of Anilides by Cooperative Nickel/Aluminum Catalysis
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Diverse meta‐C−H Functionalization of Arenes across Different Linker Lengths
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Arene‐Limited Nondirected C−H Activation of Arenes
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Amide Effects in C−H Activation: Noncovalent Interactions with L‐Shaped Ligand for meta Borylation of Aromatic Amides
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Accessing Remote meta‐ and para‐C(sp2)−H Bonds with Covalently Attached Directing Groups
inferredcites →https://doi.org/10.1002/anie.201902258openalex-snapshot
Visible‐Light‐Enabled Ruthenium‐Catalyzed meta‐C−H Alkylation at Room Temperature
inferredcites →https://doi.org/10.1002/anie.201904288openalex-snapshot
meta‐Selective C−H Activation of Arenes at Room Temperature Using Visible Light: Dual‐Function Ruthenium Catalysis
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Carboxy Group as a Remote and Selective Chelating Group for C−H Activation of Arenes
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Rational Development of Remote C−H Functionalization of Biphenyl: Experimental and Computational Studies
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Regiodivergent C−H and Decarboxylative C−C Alkylation by Ruthenium Catalysis: ortho versus meta Position‐Selectivity
inferredcites →https://doi.org/10.1002/anie.202201595openalex-snapshot
Distal Ruthenaelectro‐Catalyzed meta ‐C−H Bromination with Aqueous HBr
inferredcites →https://doi.org/10.1002/chem.201406031openalex-snapshot
A Convenient Synthesis of N‐Aryl Benzamides by Rhodium‐Catalyzed ortho‐Amidation and Decarboxylation of Benzoic Acids
inferredcites →https://doi.org/10.1002/chem.201500331openalex-snapshot
Direct CH Amidation of Benzoic Acids to Introduce meta‐ and para‐Amino Groups by Tandem Decarboxylation
inferredcites →https://doi.org/10.1002/chem.201603263openalex-snapshot
Carboxylic Acids as Directing Groups for C−H Bond Functionalization
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From Reactivity and Regioselectivity to Stereoselectivity: An Odyssey of Designing PIP Amine and Related Directing Groups for C—H Activation
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Order from Chaos: Self‐Assembly of Nanoprism from a Mixture of Tetratopic Terpyridine‐Porphyrin Conformers
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A Oxidative Bromination of (Hetero)Arenes in the TMSBr/DMSO System: A Non‐Aqueous Procedure Facilitates Synthetic Strategies
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Electrophilic aromatic substitution
inferredcites →https://doi.org/10.1016/j.cclet.2019.09.057openalex-snapshot
Palladium-catalyzed meta-C H bond iodination of arenes with I2
inferredcites →https://doi.org/10.1016/j.chempr.2018.11.007openalex-snapshot
Site-Selective C–H Functionalization of (Hetero)Arenes via Transient, Non-symmetric Iodanes
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Concept of Ir-catalyzed C H bond activation/borylation by noncovalent interaction
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Syntheses and Transformations of α-Amino Acids via Palladium-Catalyzed Auxiliary-Directed sp 3 C–H Functionalization
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Toolbox for Distal C–H Bond Functionalizations in Organic Molecules
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Use of Bromine and Bromo-Organic Compounds in Organic Synthesis
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Modern Transition-Metal-Catalyzed Carbon–Halogen Bond Formation
inferredcites →https://doi.org/10.1021/acs.chemrev.6b00644openalex-snapshot
Transition Metal-Catalyzed C–H Amination: Scope, Mechanism, and Applications
inferredcites →https://doi.org/10.1021/acs.chemrev.6b00772openalex-snapshot
Iron-Catalyzed C–H Bond Activation
inferredcites →https://doi.org/10.1021/acs.chemrev.7b00126openalex-snapshot
Exploring the Boundaries of “Practical”: De Novo Syntheses of Complex Natural Product-Based Drug Candidates
inferredcites →https://doi.org/10.1021/acs.chemrev.8b00507openalex-snapshot
3d Transition Metals for C–H Activation
inferredcites →https://doi.org/10.1021/acs.chemrev.9b00079openalex-snapshot
Palladium/Norbornene Cooperative Catalysis
inferredcites →https://doi.org/10.1021/acs.chemrev.9b00462openalex-snapshot
New Strategies for the Transition-Metal Catalyzed Synthesis of Aliphatic Amines
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Bidentate Directing Groups: An Efficient Tool in C–H Bond Functionalization Chemistry for the Expedient Construction of C–C Bonds
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Formal C–H/C–I Metathesis: Site-Selective C–H Iodination of Anilines Using Aryl Iodides
inferredcites →https://doi.org/10.1021/acs.orglett.5b00532openalex-snapshot
Rh(III)-Catalyzed Decarboxylative ortho-Heteroarylation of Aromatic Carboxylic Acids by Using the Carboxylic Acid as a Traceless Directing Group
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Aromaticity-Dependent Regioselectivity in Pd(II)-Catalyzed C–H Direct Arylation of Aryl Ureas
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Synthesis of m-Alkylphenols via a Ruthenium-Catalyzed C–H Bond Functionalization of Phenol Derivatives
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Ru-Catalyzed Meta-C–H Benzylation of Arenes with Toluene Derivatives
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Pd-Catalyzed Remote Meta-C–H Functionalization of Phenylacetic Acids Using a Pyridine Template
inferredcites →https://doi.org/10.1021/acs.orglett.8b01995openalex-snapshot
Rhodium(III)-Catalyzed Meta-Selective C–H Alkenylation of Phenol Derivatives
inferredcites →https://doi.org/10.1021/acs.orglett.9b00433openalex-snapshot
Palladium-Catalyzed meta-C–H Olefination of Arene-Tethered Diols Directed by Well-Designed Pyrimidine-Based Group
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Palladium(II)-Catalyzed Remotemeta-C–H Functionalization of Aromatic Tertiary Amines
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Palladium-Catalyzed meta-Selective C–H Functionalization by Noncovalent H-Bonding Interaction
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Remote C6-Selective Ruthenium-Catalyzed C–H Alkylation of Indole Derivatives via σ-Activation
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Ligand-Enabled Regioselectivity in the Oxidative Cross-coupling of Arenes with Toluenes and Cycloalkanes Using Ruthenium Catalysts: Tuning the Site-Selectivity from the ortho to meta Positions
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F+ Reagent-Promoted Pd-Catalyzed C7–H Arylation of 1-Naphthamides
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Remote Meta -C–H Activation Using a Pyridine-Based Template: Achieving Site-Selectivity via the Recognition of Distance and Geometry
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Bidentate, Monoanionic Auxiliary-Directed Functionalization of Carbon–Hydrogen Bonds
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Directed ortho metalation. Tertiary amide and O-carbamate directors in synthetic strategies for polysubstituted aromatics
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Catalytic Dehydrogenative Cross-Coupling: Forming Carbon−Carbon Bonds by Oxidizing Two Carbon−Hydrogen Bonds
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Palladium-Catalyzed Ligand-Directed C−H Functionalization Reactions
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Highly Selective C−H Functionalization/Halogenation of Acetanilide
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Palladium-Catalyzed C−H Aminations of Anilides with N-Fluorobenzenesulfonimide
inferredcites →https://doi.org/10.1021/ja208286bopenalex-snapshot
Ruthenium-Catalyzed Meta Sulfonation of 2-Phenylpyridines
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High-Yielding, Versatile, and Practical [Rh(III)Cp*]-Catalyzed Ortho Bromination and Iodination of Arenes
inferredcites →https://doi.org/10.1021/ja401466yopenalex-snapshot
meta-Selective C–H Bond Alkylation with Secondary Alkyl Halides
inferredcites →https://doi.org/10.1021/ja410485gopenalex-snapshot
Palladium-Catalyzed Meta -Selective C–H Bond Activation with a Nitrile-Containing Template: Computational Study on Mechanism and Origins of Selectivity
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Meta-Selective C–H Functionalization Using a Nitrile-Based Directing Group and Cleavable Si-Tether
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Cross-Coupling of Remote meta -C–H Bonds Directed by a U-Shaped Template
inferredcites →https://doi.org/10.1021/ja500457sopenalex-snapshot
Overriding Ortho–Para Selectivity via a Traceless Directing Group Relay Strategy: The Meta-Selective Arylation of Phenols
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Palau’chlor: A Practical and Reactive Chlorinating Reagent
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Achieving Site-Selectivity for C–H Activation Processes Based on Distance and Geometry: A Carpenter’s Approach
inferredcites →https://doi.org/10.1021/jacs.0c05223openalex-snapshot
Palladium-Catalyzed meta-C–H Allylation of Arenes: A Unique Combination of a Pyrimidine-Based Template and Hexafluoroisopropanol
inferredcites →https://doi.org/10.1021/jacs.1c12311openalex-snapshot
Photoinduced Regioselective Olefination of Arenes at Proximal and Distal Sites
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Empirical Guidelines for the Development of Remote Directing Templates through Quantitative and Experimental Analyses
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Simple Amine-Directed Meta-Selective C–H Arylation via Pd/Norbornene Catalysis
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N-Acyl Amino Acid Ligands for Ruthenium(II)-Catalyzed meta-C–H tert-Alkylation with Removable Auxiliaries
inferredcites →https://doi.org/10.1021/jacs.5b11683openalex-snapshot
Formal Ir-Catalyzed Ligand-Enabled Ortho and Meta Borylation of Aromatic Aldehydes via in Situ-Generated Imines
inferredcites →https://doi.org/10.1021/jacs.6b03402openalex-snapshot
Meta-Selective CAr–H Nitration of Arenes through a Ru3(CO)12-Catalyzed Ortho-Metalation Strategy
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Ligand-Promoted Meta-C–H Arylation of Anilines, Phenols, and Heterocycles
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Cu-Catalyzed Direct C6-Arylation of Indoles
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Ion Pair-Directed Regiocontrol in Transition-Metal Catalysis: A Meta-Selective C–H Borylation of Aromatic Quaternary Ammonium Salts
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Ligand-Promoted meta -C–H Amination and Alkynylation
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Ligand Promoted meta-C–H Chlorination of Anilines and Phenols
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Rh(III)-Catalyzed meta-C–H Olefination Directed by a Nitrile Template
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Experimental and Computational Development of a Conformationally Flexible Template for the meta-C–H Functionalization of Benzoic Acids
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Rh(III)-Catalyzed meta-C–H Alkenylation with Alkynes
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Sequential Functionalization of meta-C–H and ipso-C–O Bonds of Phenols
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meta-Selective C–H Borylation of Benzamides and Pyridines by an Iridium–Lewis Acid Bifunctional Catalyst
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Three-Component Ruthenium-Catalyzed Direct Meta-Selective C–H Activation of Arenes: A New Approach to the Alkylarylation of Alkenes
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Para -Selective C–H Borylation of Common Arene Building Blocks Enabled by Ion-Pairing with a Bulky Countercation
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Para-Selective, Iridium-Catalyzed C–H Borylations of Sulfated Phenols, Benzyl Alcohols, and Anilines Directed by Ion-Pair Electrostatic Interactions
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Alkyne Linchpin Strategy for Drug:Pharmacophore Conjugation: Experimental and Computational Realization of a Meta -Selective Inverse Sonogashira Coupling
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Principles and Applications of Halogen Bonding in Medicinal Chemistry and Chemical Biology
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Copper-Catalyzed Carboxamide-Directed Ortho Amination of Anilines with Alkylamines at Room Temperature
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Activation of remote meta-C–H bonds assisted by an end-on template
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Conformation-induced remote meta-C–H activation of amines
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Ligand-enabled meta-C–H activation using a transient mediator
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C–H bond activation enables the rapid construction and late-stage diversification of functional molecules
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A meta-selective C–H borylation directed by a secondary interaction between ligand and substrate
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Pd(II)-catalysed meta-C–H functionalizations of benzoic acid derivatives
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Imine as a linchpin approach for meta-C–H functionalization
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Cyclometallated ruthenium catalyst enables late-stage directed arylation of pharmaceuticals
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Enantioselective remote meta-C–H arylation and alkylation via a chiral transient mediator
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DMSO-catalysed late-stage chlorination of (hetero)arenes
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Recent developments in natural product synthesis using metal-catalysed C–H bond functionalisation
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C–C, C–O and C–N bond formation via rhodium(iii)-catalyzed oxidative C–H activation
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From C(sp2)–H to C(sp3)–H: systematic studies on transition metal-catalyzed oxidative C–C formation
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Transition metal-catalyzed C–H bond functionalizations by the use of diverse directing groups
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Pd( ii )-catalyzed remote regiodivergent ortho - and meta -C–H functionalizations of phenylethylamines
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Nickel-catalyzed ortho-halogenation of unactivated (hetero)aryl C–H bonds with lithium halides using a removable auxiliary
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Reaching the south: metal-catalyzed transformation of the aromatic para-position
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Ruthenium-catalyzed meta/ortho-selective C–H alkylation of azoarenes using alkyl bromides
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Palladium-catalyzed interannular meta-C–H arylation
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The use of carboxylic acids as traceless directing groups for regioselective C–H bond functionalisation
inferredcites →https://doi.org/10.1039/c7cs00496fopenalex-snapshot
Ruthenium-catalysed σ-activation for remote meta -selective C–H functionalisation
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Access to the meta position of arenes through transition metal catalysed C–H bond functionalisation: a focus on metals other than palladium
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Highly meta -selective halogenation of 2-phenylpyridine with a ruthenium( i ) catalyst
inferredcites →https://doi.org/10.1039/c8cc03195aopenalex-snapshot
Ligand-promoted ruthenium-catalyzed meta C–H chlorination of arenes using N -chloro-2,10-camphorsultam
inferredcites →https://doi.org/10.1039/c9cc05807aopenalex-snapshot
Chelation-directed remote meta -C–H functionalization of aromatic aldehydes and ketones
inferredcites →https://doi.org/10.1039/d0sc01138jopenalex-snapshot
meta -Selective olefination of fluoroarenes with alkynes using CO 2 as a traceless directing group
inferredcites →https://doi.org/10.1055/a-1485-5156openalex-snapshot
Remote C–H Functionalizations by Ruthenium Catalysis
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Recent Advances in Bromination of Aromatic and Heteroaromatic Compounds
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Thieme Chemistry Journals Awardees – Where Are They Now? New Reaction Mode in Carboxylate-Directed C–H Functionalizations: Carboxylates as Deciduous Directing Groups
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Reusable and Magnetic Palladium and Copper Oxide Catalysts in Direct ortho and meta Arylation of Anilide Derivatives
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A Meta-Selective Copper-Catalyzed C–H Bond Arylation
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Enantioselective remote C–H activation directed by a chiral cation
inferredcites →https://doi.org/10.1126/science.abd5992openalex-snapshot
Arene diversification through distal C(sp 2 )−H functionalization
inferredcites →https://doi.org/10.31635/ccschem.021.202101156openalex-snapshot
Arene C–H Iodination Using Aryl Iodides
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Bimetallic C―H Activation in Homogeneous Catalysis
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Recent Advances on Transition-Metal-Catalyzed Halogenation of Unactivated C-H Bonds
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Noncovalent Interaction in Transition Metal-Catalyzed Selective C-H Activation
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Arene C—H Iodination Using 2-Nitrophenyl Iodides as the Iodinating Reagents
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Site-Selective C—H Iodination of Phenol Derivatives Using Aryl Iodide as Iodinating Reagent

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inferred← citeshttps://doi.org/10.2139/ssrn.4648007openalex-extracted
Electrochemical Bromination of Electron-Rich Compounds Employing Libr as a “Br” Source
inferred← citeshttps://doi.org/10.1002/047084289x.rn02641openalex-snapshot
N ‐methylbicyclo[2.2.1]hept‐2‐ene‐2‐carboxamide
inferred← citeshttps://doi.org/10.1002/adsc.202300971openalex-snapshot
Regioselective Organocatalyzed Monochlorination of Arenes with Electrophilic Chlorosulfoniums
inferred← citeshttps://doi.org/10.1002/adsc.70234openalex-snapshot
Solvent‐Switchable Regiodivergent Chlorination of Quinone Monoacetals: A Practical Route to 2‐ and 3‐Chlorophenols
inferred← citeshttps://doi.org/10.1002/ange.202317741openalex-snapshot
meta‐C−H Arylation of Aniline Derivatives via Palladium/ S,O‐Ligand/Norbornene Cooperative Catalysis
inferred← citeshttps://doi.org/10.1002/anie.202317741openalex-snapshot
meta‐C−H Arylation of Aniline Derivatives via Palladium/ S,O‐Ligand/Norbornene Cooperative Catalysis
inferred← citeshttps://doi.org/10.1002/ceur.70299openalex-snapshot
meta ‐Methylation of Aniline and Anisole Derivatives via Palladium/S, O‐Ligand/Norbornene Cooperative Catalysis
inferred← citeshttps://doi.org/10.1016/j.cclet.2026.112869openalex-snapshot
Visible-light-mediated Ru-catalyzed meta-alkylation enabled by Ru complex ligating by two κ2-bound aminopyrimidine
inferred← citeshttps://doi.org/10.1016/j.tetlet.2024.154927openalex-snapshot
Electrochemical bromination of electron-rich compounds employing LiBr as a “Br” source
inferred← citeshttps://doi.org/10.1021/acs.jmedchem.2c02015openalex-snapshot
“Magic Chloro”: Profound Effects of the Chlorine Atom in Drug Discovery
inferred← citeshttps://doi.org/10.1021/acs.joc.4c03031openalex-snapshot
Ligand-Promoted Remote γ-C(sp3)–H Chlorination and Bromination of Alcohols
inferred← citeshttps://doi.org/10.1021/acs.organomet.6c00212openalex-snapshot
Reppe-Type Regioselective Assembly of Meta-Teraryls using Phenyl Vinyl Sulfone as a Traceless Acetylene Surrogate
inferred← citeshttps://doi.org/10.1021/acs.orglett.3c01101openalex-snapshot
Palladium(II)-Catalyzed Remote meta-C–H Functionalization of Arenes Enabled by Multitasking Oxyamides as the Linker
inferred← citeshttps://doi.org/10.1021/acs.orglett.4c03339openalex-snapshot
Photoinduced Vitamin-B12-Catalyzed meta-C–H Bromination/Chlorination of Phenol Derivatives Assisted by a U-Shaped Nitrile Template
inferred← citeshttps://doi.org/10.1021/acs.orglett.5c01110openalex-snapshot
Catalyst-Free Regio- and Stereoselective C(sp2)–H Chlorination of Enamides at Room Temperature
inferred← citeshttps://doi.org/10.1021/acscatal.3c02383openalex-snapshot
Deciphering the Mechanistic Insights of Temporary Directing-Group-Assisted meta-Alkenylation of Complex Biaryl Systems
inferred← citeshttps://doi.org/10.1039/d2sc06206bopenalex-snapshot
Distal meta -C–H functionalization of α-substituted cinnamates
inferred← citeshttps://doi.org/10.1039/d3cc00289fopenalex-snapshot
Palladium-catalyzed remote meta -C–H olefination of cinnamates
inferred← citeshttps://doi.org/10.1039/d3cc05919gopenalex-snapshot
Sequential ortho -/ meta -C–H functionalizations of N -tosyl-benzamides for the synthesis of polyfunctionalized arenes
inferred← citeshttps://doi.org/10.1039/d3qo00479aopenalex-snapshot
Carboxyl group assisted isodesmic meta -C–H iodination of phenethylamines, benzylamines, and 2-aryl anilines
inferred← citeshttps://doi.org/10.1039/d4cc06546hopenalex-snapshot
Palladium catalyzed regioselective distal C (sp 2 )–H functionalization
inferred← citeshttps://doi.org/10.1039/d4cs00408fopenalex-snapshot
Pd-catalyzed regioselective activation of C(sp 2 )–H and C(sp 3 )–H bonds
inferred← citeshttps://doi.org/10.1039/d5gc05410aopenalex-snapshot
Ball-milling-driven piezoelectric-additive-free Sandmeyer reaction
inferred← citeshttps://doi.org/10.1039/d5qo01430aopenalex-snapshot
Straightforward and fast access to electrochemical synthesis of selective brominated N -aryl glycine amides
inferred← citeshttps://doi.org/10.1039/d6qo00602gopenalex-snapshot
Transition metal-catalyzed monodentate directing group-assisted C–H functionalization: an overview of advances (2015–2024)
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