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N -Hydroxyphthalimidyl diazoacetate (NHPI-DA): a modular methylene linchpin for the C–H alkylation of indoles

https://doi.org/10.1039/d1cc01026c
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What this work says

Outgoing claims: the papers this work cites, builds on, or argues with.

inferredcites →https://doi.org/10.1002/adsc.201100334openalex-snapshot
Iron‐Catalyzed CH Fuctionalization of Indoles
inferredcites →https://doi.org/10.1002/adsc.201900088openalex-snapshot
Catalyst‐Controlled Chemodivergent Annulation to Indolo/Pyrrolo‐Fused Diazepine and Quinoxaline
inferredcites →https://doi.org/10.1002/anie.201609662openalex-snapshot
Nickel‐Catalyzed Barton Decarboxylation and Giese Reactions: A Practical Take on Classic Transforms
inferredcites →https://doi.org/10.1002/anie.201710445openalex-snapshot
A Versatile Route to Unstable Diazo Compounds via Oxadiazolines and their Use in Aryl–Alkyl Cross‐Coupling Reactions
inferredcites →https://doi.org/10.1002/anie.201802092openalex-snapshot
Safe and Facile Access to Nonstabilized Diazoalkanes Using Continuous Flow Technology
inferredcites →https://doi.org/10.1002/anie.201804779openalex-snapshot
Myoglobin‐Catalyzed C−H Functionalization of Unprotected Indoles
inferredcites →https://doi.org/10.1002/anie.201813631openalex-snapshot
Tryptamine Synthesis by Iron Porphyrin Catalyzed C−H Functionalization of Indoles with Diazoacetonitrile
inferredcites →https://doi.org/10.1002/anie.201814123openalex-snapshot
General Cyclopropane Assembly by Enantioselective Transfer of a Redox‐Active Carbene to Aliphatic Olefins
inferredcites →https://doi.org/10.1002/anie.201915500openalex-snapshot
Synthesis of gem‐Difluoro Olefins through C−H Functionalization and β‐fluoride Elimination Reactions
inferredcites →https://doi.org/10.1002/cctc.201400097openalex-snapshot
Catalytic Functionalization of Indoles by Copper‐Mediated Carbene Transfer
inferredcites →https://doi.org/10.1002/chem.201503596openalex-snapshot
Making Dimethylamino a Transformable Directing Group by Nickel‐Catalyzed CN Borylation
inferredcites →https://doi.org/10.1002/chem.201904994openalex-snapshot
Stoichiometric Photochemical Carbene Transfer by Bamford–Stevens Reaction
inferredcites →https://doi.org/10.1002/cjoc.200890134openalex-snapshot
Catalytic Reaction of Aryldiazoacetates with Indole and Its Derivatives:Profound Effect of N‐1 Substitutent on the Reaction Pathways
inferredcites →https://doi.org/10.1002/ejoc.200901333openalex-snapshot
Rapid and General Protocol towards Catalyst‐Free Friedel–Crafts C‐Alkylation of Indoles in Water Assisted by Microwave Irradiation
inferredcites →https://doi.org/10.1002/ejoc.201200149openalex-snapshot
Intermolecular Metal‐Free Cyclopropanation of Alkenes Using Tosylhydrazones
inferredcites →https://doi.org/10.1002/ejoc.201300744openalex-snapshot
Transition‐Metal‐Catalyzed Regioselective Alkylation of Indoles with Alcohols
inferredcites →https://doi.org/10.1002/jhet.5570030122openalex-snapshot
1‐ And 6‐halogeno‐2‐methylindoles
inferredcites →https://doi.org/10.1007/bf00900914openalex-snapshot
Synthesen 2-substituierter 3-Indol-alkans�uren
inferredcites →https://doi.org/10.1016/j.chempr.2020.06.035openalex-snapshot
Borane-Catalyzed Stereoselective C–H Insertion, Cyclopropanation, and Ring-Opening Reactions
inferredcites →https://doi.org/10.1016/j.phytochem.2010.10.002openalex-snapshot
Indolyl-3-acetaldoxime dehydratase from the phytopathogenic fungus Sclerotinia sclerotiorum: Purification, characterization, and substrate specificity
inferredcites →https://doi.org/10.1016/j.tetlet.2004.04.013openalex-snapshot
Stereoselective synthesis of novel conformationally restricted β- and γ-amino acids
inferredcites →https://doi.org/10.1016/j.tetlet.2012.06.134openalex-snapshot
Ru(II)-Pheox catalyzed N–H insertion reaction of diazoacetamides: synthesis of N-substituted α-aminoamides
inferredcites →https://doi.org/10.1021/acs.chemrev.5b00121openalex-snapshot
Modern Organic Synthesis with α-Diazocarbonyl Compounds
inferredcites →https://doi.org/10.1021/acs.chemrev.7b00382openalex-snapshot
Transition-Metal-Catalyzed Cross-Couplings through Carbene Migratory Insertion
inferredcites →https://doi.org/10.1021/acs.orglett.9b02101openalex-snapshot
Pd-Catalyzed Highly Chemo- and Regioselective Hydrocarboxylation of Terminal Alkyl Olefins with Formic Acid
inferredcites →https://doi.org/10.1021/acs.orglett.9b02612openalex-snapshot
Photocatalytic Alkylation of Pyrroles and Indoles with α-Diazo Esters
inferredcites →https://doi.org/10.1021/acs.orglett.9b02899openalex-snapshot
i-Pr2NMgCl·LiCl Enables the Synthesis of Ketones by Direct Addition of Grignard Reagents to Carboxylate Anions
inferredcites →https://doi.org/10.1021/acscatal.7b00737openalex-snapshot
Stereoselective cis -Vinylcyclopropanation via a Gold(I)-Catalyzed Retro-Buchner Reaction under Mild Conditions
inferredcites →https://doi.org/10.1021/acscatal.7b01044openalex-snapshot
Nickel-Catalyzed C(sp2)–H/C(sp3)–H Oxidative Coupling of Indoles with Toluene Derivatives
inferredcites →https://doi.org/10.1021/acscatal.7b01785openalex-snapshot
Beyond C2 and C3: Transition-Metal-Catalyzed C–H Functionalization of Indole
inferredcites →https://doi.org/10.1021/acscatal.9b02615openalex-snapshot
Enantioselective Assembly of Congested Cyclopropanes using Redox-Active Aryldiazoacetates
inferredcites →https://doi.org/10.1021/cr900239nopenalex-snapshot
Catalytic Carbene Insertion into C−H Bonds
inferredcites →https://doi.org/10.1021/ja1093309openalex-snapshot
Rhodium(II)-Catalyzed Enantioselective C−H Functionalization of Indoles
inferredcites →https://doi.org/10.1021/ja900094hopenalex-snapshot
Chemoselective Tryptophan Labeling with Rhodium Carbenoids at Mild pH
inferredcites →https://doi.org/10.1021/jacs.0c09678openalex-snapshot
Decarboxylative Alkyl Coupling Promoted by NADH and Blue Light
inferredcites →https://doi.org/10.1021/jacs.6b00250openalex-snapshot
Practical Ni-Catalyzed Aryl–Alkyl Cross-Coupling of Secondary Redox-Active Esters
inferredcites →https://doi.org/10.1021/jacs.6b09090openalex-snapshot
Diastereoselective Borocyclopropanation of Allylic Ethers Using a Boromethylzinc Carbenoid
inferredcites →https://doi.org/10.1021/jm00251a019openalex-snapshot
Synthesis and antiinflammatory activity of a series of 2-aroyl-1,1a,2,6b-tetrahydrocycloprop[b]indole-1-carboxylic acids
inferredcites →https://doi.org/10.1021/jo01040a020openalex-snapshot
3-Indoleacetic Acid
inferredcites →https://doi.org/10.1021/jo025851zopenalex-snapshot
Convenient Preparation of Indolyl Malonates via Carbenoid Insertion
inferredcites →https://doi.org/10.1021/jo060779gopenalex-snapshot
Investigation into Factors Influencing Stereoselectivity in the Reactions of Heterocycles with Donor−Acceptor-Substituted Rhodium Carbenoids
inferredcites →https://doi.org/10.1021/jo401050copenalex-snapshot
Nucleophilic Halogenations of Diazo Compounds, a Complementary Principle for the Synthesis of Halodiazo Compounds: Experimental and Theoretical Studies
inferredcites →https://doi.org/10.1021/ol0618555openalex-snapshot
Electrophilic Allylations and Benzylations of Indoles in Neutral Aqueous or Alcoholic Solutions
inferredcites →https://doi.org/10.1021/ol1020948openalex-snapshot
Direct Functionalization of Indoles: Copper-Catalyzed Malonyl Carbenoid Insertions
inferredcites →https://doi.org/10.1021/ol302388topenalex-snapshot
Enantioselective Cyclopropanation of Indoles: Construction of All-Carbon Quaternary Stereocenters
inferredcites →https://doi.org/10.1021/ol9028226openalex-snapshot
Ruthenium Catalyzed Directing Group-Free C2-Selective Carbenoid Functionalization of Indoles by α-Aryldiazoesters
inferredcites →https://doi.org/10.1038/nature25185openalex-snapshot
Generating carbyne equivalents with photoredox catalysis
inferredcites →https://doi.org/10.1039/b607983kopenalex-snapshot
Intermolecular reactions of electron-rich heterocycles with copper and rhodium carbenoids
inferredcites →https://doi.org/10.1039/c0ob00698jopenalex-snapshot
Intramolecular catalytic asymmetric carbon–hydrogen insertion reactions. Synthetic advantages in total synthesis in comparison with alternative approaches
inferredcites →https://doi.org/10.1039/c2sc01134dopenalex-snapshot
Rh2(S-PTTL)3TPA—a mixed-ligand dirhodium(ii) catalyst for enantioselective reactions of α-alkyl-α-diazoesters
inferredcites →https://doi.org/10.1039/c8ob02111bopenalex-snapshot
Cp*Co( iii )-catalysed selective alkylation of C–H bonds of arenes and heteroarenes with α-diazocarbonyl compounds
inferredcites →https://doi.org/10.1039/c8sc01165fopenalex-snapshot
Blue light-promoted photolysis of aryldiazoacetates
inferredcites →https://doi.org/10.1039/jr9580001179openalex-snapshot
233. Polynuclear heterocyclic systems. Part XIII. The reaction of ethyl diazoacetate with naphthalene and its heterocyclic analogues
inferredcites →https://doi.org/10.1126/science.aaf6123openalex-snapshot
A general alkyl-alkyl cross-coupling enabled by redox-active esters and alkylzinc reagents
inferredcites →https://doi.org/10.1126/science.aam7355openalex-snapshot
Decarboxylative borylation
inferredcites →https://doi.org/10.1126/science.aan3679openalex-snapshot
Photoinduced decarboxylative borylation of carboxylic acids

What points at this work

Incoming claims: where this work appears in other papers’ reference lists and arguments.

inferred← citeshttps://doi.org/10.5281/zenodo.4652793zenodo-depositor-declared
inferred← citeshttps://doi.org/10.1002/ange.202404265openalex-snapshot
Photocatalytic Decarboxylative Functionalization of Cyclopropenes via Cyclopropenium Cation Intermediates
inferred← citeshttps://doi.org/10.1002/anie.202404265openalex-snapshot
Photocatalytic Decarboxylative Functionalization of Cyclopropenes via Cyclopropenium Cation Intermediates
inferred← citeshttps://doi.org/10.1002/ceur.70363openalex-snapshot
Mechanistic Study Reveals Hypoboric Acid Catecholate (HAC): An Enhanced Diboron Reagent for Decarboxylative Borylation
inferred← citeshttps://doi.org/10.1002/ejoc.202301140openalex-snapshot
Catalytic C(sp2)−H Trifluoroethylation of Indoles via Iron‐Carbene Insertion
inferred← citeshttps://doi.org/10.1007/s11172-024-4675-yopenalex-snapshot
Synthesis of silyl derivatives of 1H-indole-3-acetic acid
inferred← citeshttps://doi.org/10.1016/b978-0-443-18939-5.00006-8openalex-snapshot
Five-membered ring systems: pyrroles and benzo analogs
inferred← citeshttps://doi.org/10.1016/j.cclet.2026.112745openalex-snapshot
N-Heterocyclic carbene (NHC)-catalyzed cross-coupling of glycosyl bromides and aldehydes for highly stereoselective synthesis of C-acyl glycosides
inferred← citeshttps://doi.org/10.1021/acs.inorgchem.2c01765openalex-snapshot
Structural and Spectroscopic Characterization of a Zinc-Bound N-Oxyphthalimide Radical
inferred← citeshttps://doi.org/10.1021/acs.joc.4c01928openalex-snapshot
Ru-Catalyzed Ortho C–H Alkylation of 4-Aryl-pyrrolo[2,3-d]pyrimidines with Diazo Compounds: An Access to Fluorescent Fused Heteroarenes
inferred← citeshttps://doi.org/10.1021/acs.orglett.3c00474openalex-snapshot
Modular Synthesis of (Borylmethyl)silanes through Orthogonal Functionalization of a Carbon Atom
inferred← citeshttps://doi.org/10.1021/acscatal.1c02540openalex-snapshot
Combined Experimental and Computational Study of Ruthenium N-Hydroxyphthalimidoyl Carbenes in Alkene Cyclopropanation Reactions
inferred← citeshttps://doi.org/10.1021/acscatal.4c03868openalex-snapshot
Atomic Carbon Equivalent: Design and Application to Diversity-Generating Skeletal Editing from Indoles to 3-Functionalized Quinolines
inferred← citeshttps://doi.org/10.1039/d1cs00895aopenalex-snapshot
Recent advances in transition-metal-catalyzed carbene insertion to C–H bonds
inferred← citeshttps://doi.org/10.1039/d5qo01151eopenalex-snapshot
Cross-dehydrogenative C–O coupling of oximes with hydrazones: synthesis of fungicidal azo-oxime ethers
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