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Radical Decyanations of Unactivated Carbon‐CN Bonds: Recent Achievements and Mechanistic Studies

https://doi.org/10.1002/adsc.202300281
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Paired Electrosynthesis at the Femtoliter Scale: Formation of 9,10-Anthracenedione from the Oxidation of Anthracene and Reduction of Dioxygen
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Nonequilibrium Radical Reductions
inferredcites →https://doi.org/10.1021/jacs.0c04456openalex-snapshot
Generation of Alkyl Radical through Direct Excitation of Boracene-Based Alkylborate
inferredcites →https://doi.org/10.1021/jacs.0c07600openalex-snapshot
Metal-Free, Redox-Neutral, Site-Selective Access to Heteroarylamine via Direct Radical–Radical Cross-Coupling Powered by Visible Light Photocatalysis
inferredcites →https://doi.org/10.1021/jacs.0c11968openalex-snapshot
Polysulfide Anions as Visible Light Photoredox Catalysts for Aryl Cross-Couplings
inferredcites →https://doi.org/10.1021/jacs.2c01458openalex-snapshot
Catalytic Asymmetric Reductive Azaarylation of Olefins via Enantioselective Radical Coupling
inferredcites →https://doi.org/10.1021/jacs.2c08278openalex-snapshot
Intercepting Hydrogen Evolution with Hydrogen-Atom Transfer: Electron-Initiated Hydrofunctionalization of Alkenes
inferredcites →https://doi.org/10.1021/jacs.5b04677openalex-snapshot
Radical Reactions of N-Heterocyclic Carbene Boranes with Organic Nitriles: Cyanation of NHC-Boranes and Reductive Decyanation of Malononitriles
inferredcites →https://doi.org/10.1021/jacs.5b12249openalex-snapshot
Cobalt-Catalyzed Benzylic Borylation: Enabling Polyborylation and Functionalization of Remote, Unactivated C(sp3)–H Bonds
inferredcites →https://doi.org/10.1021/jacs.6b09690openalex-snapshot
Contra-thermodynamic Hydrogen Atom Abstraction in the Selective C–H Functionalization of Trialkylamine N -CH3 Groups
inferredcites →https://doi.org/10.1021/jacs.6b11813openalex-snapshot
Pyridine-Catalyzed Radical Borylation of Aryl Halides
inferredcites →https://doi.org/10.1021/jacs.7b00823openalex-snapshot
Metal-Free Synthesis of C-4 Substituted Pyridine Derivatives Using Pyridine-boryl Radicals via a Radical Addition/Coupling Mechanism: A Combined Computational and Experimental Study
inferredcites →https://doi.org/10.1021/jacs.7b05165openalex-snapshot
Oxidative [1,2]-Brook Rearrangements Exploiting Single-Electron Transfer: Photoredox-Catalyzed Alkylations and Arylations
inferredcites →https://doi.org/10.1021/jacs.7b09394openalex-snapshot
Transition-Metal-Free Radical C(sp3)–C(sp2) and C(sp3)–C(sp3) Coupling Enabled by 2-Azaallyls as Super-Electron-Donors and Coupling-Partners
inferredcites →https://doi.org/10.1021/jacs.8b07539openalex-snapshot
TiO2 Nanoparticles Functionalized with Non-innocent Ligands Allow Oxidative Photocyanation of Amines with Visible/Near-Infrared Photons
inferredcites →https://doi.org/10.1021/jacs.8b08933openalex-snapshot
A Toolbox Approach To Construct Broadly Applicable Metal-Free Catalysts for Photoredox Chemistry: Deliberate Tuning of Redox Potentials and Importance of Halogens in Donor–Acceptor Cyanoarenes
inferredcites →https://doi.org/10.1021/jacs.8b10238openalex-snapshot
Radical Hydroarylation of Functionalized Olefins and Mechanistic Investigation of Photocatalytic Pyridyl Radical Reactions
inferredcites →https://doi.org/10.1021/jacs.8b13652openalex-snapshot
Rhodium-Catalyzed Aldehyde Arylation via Formate-Mediated Transfer Hydrogenation: Beyond Metallic Reductants in Grignard/Nozaki–Hiyami–Kishi-Type Addition
inferredcites →https://doi.org/10.1021/jacs.8b13709openalex-snapshot
Nickel-Catalyzed Addition of Aryl Bromides to Aldehydes To Form Hindered Secondary Alcohols
inferredcites →https://doi.org/10.1021/jacs.9b03973openalex-snapshot
Catalytic Ring Expansions of Cyclic Alcohols Enabled by Proton-Coupled Electron Transfer
inferredcites →https://doi.org/10.1021/jacs.9b07564openalex-snapshot
1,2-Boron Shifts of β-Boryl Radicals Generated from Bis-boronic Esters Using Photoredox Catalysis
inferredcites →https://doi.org/10.1021/jacs.9b10870openalex-snapshot
Electrochemical Synthesis of Hindered Primary and Secondary Amines via Proton-Coupled Electron Transfer
inferredcites →https://doi.org/10.1021/jacs.9b10871openalex-snapshot
Synthesis of Sterically Hindered Primary Amines by Concurrent Tandem Photoredox Catalysis
inferredcites →https://doi.org/10.1021/jacs.9b12490openalex-snapshot
Remote Nickel-Catalyzed Cross-Coupling Arylation via Proton-Coupled Electron Transfer-Enabled C–C Bond Cleavage
inferredcites →https://doi.org/10.1021/jacs.9b13165openalex-snapshot
Highly Diastereoselective Functionalization of Piperidines by Photoredox-Catalyzed α-Amino C–H Arylation and Epimerization
inferredcites →https://doi.org/10.1021/jm060854fopenalex-snapshot
4,5-Dihydroxypyrimidine Carboxamides and N-Alkyl-5-hydroxypyrimidinone Carboxamides Are Potent, Selective HIV Integrase Inhibitors with Good Pharmacokinetic Profiles in Preclinical Species
inferredcites →https://doi.org/10.1021/jm501100bopenalex-snapshot
Analysis of the Structural Diversity, Substitution Patterns, and Frequency of Nitrogen Heterocycles among U.S. FDA Approved Pharmaceuticals
inferredcites →https://doi.org/10.1021/jo00357a019openalex-snapshot
Photochemistry induced allylic hydrogen from 1-X-1,2-dialkylethylenes: experimental data and theoretical calculations
inferredcites →https://doi.org/10.1021/jo01068a605openalex-snapshot
Notes-Alkylation Reactions in Dimethyl Sulfoxide
inferredcites →https://doi.org/10.1021/jo502272gopenalex-snapshot
Electroreductive Dimerization of Coumarin and Coumarin Analogues at Carbon Cathodes
inferredcites →https://doi.org/10.1021/jo800640jopenalex-snapshot
Avoiding Olefin Isomerization During Decyanation of Alkylcyano α,ω-Dienes: A Deuterium Labeling and Structural Study of Mechanism
inferredcites →https://doi.org/10.1021/jp0007437openalex-snapshot
Magnetic Field Effects on Chemical Reactions of Biradical Radical Ion Pairs in Homogeneous Fluid Solvents
inferredcites →https://doi.org/10.1021/jp0466340openalex-snapshot
Reducing Power of Photogenerated α-Hydroxy Radicals. Proton-Coupled Electron Transfer
inferredcites →https://doi.org/10.1021/ol400056zopenalex-snapshot
Iron-Catalyzed Allylic Arylation of Olefins via C(sp 3 )–H Activation under Mild Conditions
inferredcites →https://doi.org/10.1021/ol403668eopenalex-snapshot
Electron Transfer Reduction of Nitriles Using SmI 2 –Et 3 N–H 2 O: Synthetic Utility and Mechanism
inferredcites →https://doi.org/10.1038/nature11687openalex-snapshot
Highly efficient organic light-emitting diodes from delayed fluorescence
inferredcites →https://doi.org/10.1038/nature14255openalex-snapshot
The direct arylation of allylic sp3 C–H bonds via organic and photoredox catalysis
inferredcites →https://doi.org/10.1038/nchem.2439openalex-snapshot
Iterative reactions of transient boronic acids enable sequential C–C bond formation
inferredcites →https://doi.org/10.1038/nchem.2760openalex-snapshot
Transition-metal-free chemo- and regioselective vinylation of azaallyls
inferredcites →https://doi.org/10.1038/s41467-019-08669-1openalex-snapshot
Photoredox-catalyzed branch-selective pyridylation of alkenes for the expedient synthesis of Triprolidine
inferredcites →https://doi.org/10.1038/s41467-022-33452-0openalex-snapshot
Palladium-catalyzed asymmetric allylic 4-pyridinylation via electroreductive substitution reaction
inferredcites →https://doi.org/10.1038/s41467-022-34836-yopenalex-snapshot
Accessing chiral sulfones bearing quaternary carbon stereocenters via photoinduced radical sulfur dioxide insertion and Truce–Smiles rearrangement
inferredcites →https://doi.org/10.1038/s41557-018-0021-zopenalex-snapshot
Organic synthesis provides opportunities to transform drug discovery
inferredcites →https://doi.org/10.1038/s41557-018-0085-9openalex-snapshot
Direct α-alkylation of primary aliphatic amines enabled by CO2 and electrostatics
inferredcites →https://doi.org/10.1038/s41557-018-0156-yopenalex-snapshot
From alkylarenes to anilines via site-directed carbon–carbon amination
inferredcites →https://doi.org/10.1039/b000704hopenalex-snapshot
A family of luminescent coordination compounds: iridium(iii) polyimine complexes
inferredcites →https://doi.org/10.1039/b702940nopenalex-snapshot
Catalytic reactions involving the cleavage of carbon–cyano and carbon–carbon triple bonds
inferredcites →https://doi.org/10.1039/b810394aopenalex-snapshot
Evolution of multi-component anion relay chemistry (ARC): construction of architecturally complex natural and unnatural products
inferredcites →https://doi.org/10.1039/c0cc01980aopenalex-snapshot
Practical iron-catalyzed dehalogenation of aryl halides
inferredcites →https://doi.org/10.1039/c1sc00368bopenalex-snapshot
Nickel-catalyzed cross coupling of non-activated alkyl halides: a mechanistic perspective
inferredcites →https://doi.org/10.1039/c2cc36883hopenalex-snapshot
Nickel-catalyzed decyanation of inert carbon–cyano bonds
inferredcites →https://doi.org/10.1039/c39800000732openalex-snapshot
A new radical decarboxylation reaction for the conversion of carboxylic acids into hydrocarbons
inferredcites →https://doi.org/10.1039/c39830000939openalex-snapshot
New and improved methods for the radical decarboxylation of acids
inferredcites →https://doi.org/10.1039/c3cy20759eopenalex-snapshot
Active participation of amine-derived radicals in photoredox catalysis as exemplified by a reductive cyclization
inferredcites →https://doi.org/10.1039/c3sc51080hopenalex-snapshot
Photoinduced direct 4-pyridination of C(sp3)–H Bonds
inferredcites →https://doi.org/10.1039/c4cc09268fopenalex-snapshot
Asymmetric catalysis activated by visible light
inferredcites →https://doi.org/10.1039/c4cs00347kopenalex-snapshot
Olefinic C–H functionalization through radical alkenylation
inferredcites →https://doi.org/10.1039/c4qo00202dopenalex-snapshot
Reductive decyanation of malononitriles and cyanoacetates using photoactivated neutral organic super-electron-donors
inferredcites →https://doi.org/10.1039/c4qo00306copenalex-snapshot
Catalytic enantioselective organic transformations via visible light photocatalysis
inferredcites →https://doi.org/10.1039/c4ra08675aopenalex-snapshot
Recent advances in transition-metal-catalyzed C–CN bond activations
inferredcites →https://doi.org/10.1039/c5sc02207jopenalex-snapshot
Boron chemistry in a new light
inferredcites →https://doi.org/10.1039/c7cs00619eopenalex-snapshot
Electrochemical strategies for C–H functionalization and C–N bond formation
inferredcites →https://doi.org/10.1039/c7gc02949gopenalex-snapshot
Decarboxylative reactions with and without light – a comparison
inferredcites →https://doi.org/10.1039/c8cc06408copenalex-snapshot
Arylation of benzyl amines with aromatic nitriles
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Incoming claims: where this work appears in other papers’ reference lists and arguments.

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inferred← citeshttps://doi.org/10.1002/adsc.202400322openalex-snapshot
Visible‐Light‐Induced Three‐Component Alkylpyridylation of Alkenes Enabled by Electron Donor‐Acceptor Complex
inferred← citeshttps://doi.org/10.1002/adsc.70312openalex-snapshot
Harnessing Alkene Radical Anions via Electroreduction Strategy: An Emerging Paradigm for Alkene Functionalization
inferred← citeshttps://doi.org/10.1002/ajoc.202300433openalex-snapshot
Progression on Oxidative Decyanation Approaches from Secondary Nitriles to Ketones and α‐Aminonitriles to Amides
inferred← citeshttps://doi.org/10.1002/cctc.202301281openalex-snapshot
Photoredox‐catalyzed Decyanative Radical Cross‐coupling Reactions of Aromatic Nitriles
inferred← citeshttps://doi.org/10.1002/chem.202400612openalex-snapshot
Metal Free Functionalization of Saturated Heterocycles with Vinylarenes and Pyridine Enabled by Photocatalytic Hydrogen Atom Transfer
inferred← citeshttps://doi.org/10.1002/cjoc.202400508openalex-snapshot
Photocatalytic Reductive Azaarenylation of Cyclopropanes via Consecutive Photo‐induced Electron Transfer: A Facile Route to α‐Quaternary Azaarenes †
inferred← citeshttps://doi.org/10.1007/s10653-026-03019-9openalex-snapshot
Hazards and mitigation measures of applying biochar in water, soil, plants, animals and atmospheric for environmental safety
inferred← citeshttps://doi.org/10.1007/s13762-025-06647-3openalex-snapshot
Exploring the reactivity of hydroxyl and sulfate radicals in enhancing water decontamination processes
inferred← citeshttps://doi.org/10.1016/j.gresc.2024.04.006openalex-snapshot
Ir-catalyzed photoredox cascade radical annulation reactions toward phosphinimides bearing quaternary carbon center at room temperature
inferred← citeshttps://doi.org/10.1021/acs.joc.3c02202openalex-snapshot
[Cu]/NFSI-Mediated Cascade Diels–Alder Radical Annulations Using Norbornene as H-Acceptor under Redox-Neutral Conditions
inferred← citeshttps://doi.org/10.1021/acs.joc.4c00087openalex-snapshot
Paired Electrolysis-Enabled Arylation of Quinoxalin-2(1H)-ones
inferred← citeshttps://doi.org/10.1021/acs.joc.4c01292openalex-snapshot
Modular Room Temperature Synthesis of Sulfoximidoyl Amidines Enabled by Pd-Catalyzed Cascade Aza-Claisen Rearrangement Strategy
inferred← citeshttps://doi.org/10.1021/acs.joc.4c02328openalex-snapshot
Photocatalytic Consecutive Photoinduced Electron Transfer-Enabled C(sp3)–H Pyridylation of Dihydroquinoxalin-2-ones
inferred← citeshttps://doi.org/10.1021/acs.joc.5c00611openalex-snapshot
Photocatalytic Redox-Neutral C(sp3)–C(sp3) Cleaving Transalkylation of Heteroarenes
inferred← citeshttps://doi.org/10.1021/acs.joc.5c02926openalex-snapshot
Copper-Catalyzed Regio- and Stereo-Defined Protocols to Access β-Aminated Carbonyl Derivatives
inferred← citeshttps://doi.org/10.1021/acs.joc.5c03117openalex-snapshot
Photoredox 1,2-Alkylarylation of Alkenes with 1-(Allyloxy)-2-iodobenzenes and Cyano(hetero)aromatics Involving XAT-Enabled Annulation
inferred← citeshttps://doi.org/10.1021/acs.orglett.4c01508openalex-snapshot
Visible-Light-Induced Acylative Pyridylation of Styrenes
inferred← citeshttps://doi.org/10.1021/acs.orglett.4c01701openalex-snapshot
Decyanative Heteroarylations of Glycine Derivatives
inferred← citeshttps://doi.org/10.1021/acs.orglett.4c03935openalex-snapshot
Dual Inert C–H Bond Site-Selective Activations Enabled by Pd/Norbornene-Mediated Cascade Cyclization toward Medium-Sized Polyheterocyclic Methylene Sulfoximines
inferred← citeshttps://doi.org/10.1021/acs.orglett.5c00195openalex-snapshot
Photocatalytic Pyridyl-carbamoylation of Alkenes for Accessing β-Pyridyl Amides
inferred← citeshttps://doi.org/10.1021/acs.orglett.5c00991openalex-snapshot
Relay Photocatalyzed Reductive Cleavage of C sp 2 –I To Establish Radical Cyclization/Coupling between O-Tethered Iodoarenes with Cyanoarenes
inferred← citeshttps://doi.org/10.1021/acs.orglett.5c03529openalex-snapshot
Electrochemical Decyanative Carboxylation of Cyanoaromatics with CO2 Leading to Aryl Carboxylic Acids
inferred← citeshttps://doi.org/10.1021/acs.orglett.5c03969openalex-snapshot
Electroreductive α-Aminoalkylation of Sulfonylazoles with Amines and Aldehydes
inferred← citeshttps://doi.org/10.1021/acs.orglett.6c03933openalex-snapshot
Photocatalytic Three-Component Glycosylation of Styrenes with Glycosyl Acids and Pyridines via Decarboxylation
inferred← citeshttps://doi.org/10.1038/s41467-024-51376-9openalex-snapshot
Harnessing the potential of acyl triazoles in bifunctional cobalt-catalyzed radical cross-coupling reactions
inferred← citeshttps://doi.org/10.1038/s41467-025-62141-xopenalex-snapshot
Switchable electrochemical pathways for the selective C(sp3)-Ge bond formation
inferred← citeshttps://doi.org/10.1039/d4cc00906aopenalex-snapshot
Photocatalytic redox-neutral α-C(sp 3 )–H pyridination of glycine derivatives and N -arylamines with cyanopyridines
inferred← citeshttps://doi.org/10.1039/d4ob01257gopenalex-snapshot
Organophotocatalytic pyridination of N -arylglycines with 4-cyanopyridines by decarboxylative and decyanative radical–radical coupling
inferred← citeshttps://doi.org/10.1039/d5cc06894kopenalex-snapshot
Photoinduced three-component alkylpyridination of alkenes via spiro-dihydroquinazolinone fragmentation
inferred← citeshttps://doi.org/10.1039/d5ob00675aopenalex-snapshot
Harnessing the reactivity of captodative radicals: photocatalytic α-pyridination of glycyl derivatives through reversible radical coupling
inferred← citeshttps://doi.org/10.1039/d5ob01453kopenalex-snapshot
Rapid access to difluoroalkyl phosphinimide heterocycles and their preliminary biological activities toward the cathepsin D active site
inferred← citeshttps://doi.org/10.1039/d5qo00380fopenalex-snapshot
Photocatalytic three-component 1,2-boroarylation and carbopyridylation of alkene
inferred← citeshttps://doi.org/10.1039/d5qo01578bopenalex-snapshot
Benzophenone-catalyzed alkenylative pyridylation of vinylarenes with alkenylboronic esters
inferred← citeshttps://doi.org/10.1039/d6gc00661bopenalex-snapshot
Non-decarboxylative functionalization of free carboxylic acids: strategies for C–O bond formation via photo- and electrochemical approaches
inferred← citeshttps://doi.org/10.1039/d6sc04252jopenalex-snapshot
1,2-Diketones as in situ persistent radical precursors: symmetric and unsymmetric diacylation of alkenes under visible light
inferred← citeshttps://doi.org/10.1360/ssc-2025-0179openalex-snapshot
Recent progress on annulation reactions of aromatic nitriles
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