Combination of Tetrabutylammonium Iodide (TBAI) with tert-Butyl Hydroperoxide (TBHP): An Efficient Transition-Metal-Free System to Construct Various Chemical Bonds.

No abstract is available for this paper.

• Publication year

  2018

• Venue

  The chemical record

• Publication date

  2018-09-01

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1002/tcr.201700069PMID 29513383
• 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.

• nBu4NI-catalyzed oxidative cross-coupling of carbon dioxide, amines, and aryl ketones: access to O-β-oxoalkyl carbamates.

  2017cited by this paper
• AMMONIUM HYPOIODITE-CATALYZED PEROXIDATIVE DEAROMATIZATION OF PHENOLS

  2017cited by this paper
• Synthesis of Planar Chiral Ferrocenes via Transition-Metal-Catalyzed Direct C-H Bond Functionalization.

  2017cited by this paper
• Transition-metal-free B-B and B-interelement reactions with organic molecules.

  2017cited by this paper
• Bu4NI-Catalyzed α-Oxyacylation of Carbonyl Compounds with Toluene Derivatives.

  2016cited by this paper
• Transition metal-catalyzed couplings of alkynes to 1,3-enynes: modern methods and synthetic applications.

  2016cited by this paper
• Direct Synthesis of α‐Alkoxy Ketones by Oxidative C–O Bond Formation

  2016cited by this paper
• [3 + 2] cycloaddition and subsequent oxidative dehydrogenation between alkenes and diazo compounds: a simple and direct approach to pyrazoles using TBAI/TBHP.

  2016cited by this paper
• Synthesis of esters via sp(3) C-H functionalisation.

  2016cited by this paper
• Transition metal-free synthesis of α-ketoamides from arylmethyl ketones and alkylphosphoramides

  2016cited by this paper
• C-Alkylation of Ketones and Related Compounds by Alcohols: Transition-Metal-Catalyzed Dehydrogenation.

  2016cited by this paper
• Iron-Catalyzed Radical [2 + 2 + 2] Annulation of Benzene-Linked 1,7-Enynes with Aldehydes: Fused Pyran Compounds.

  2016cited by this paper
• C‐Alkylierung von Ketonen und verwandten Verbindungen durch Alkohole: übergangsmetallkatalysierte Dehydrierung

  2016cited by this paper
• One-pot synthesis of α-acyloxycarbonyl compounds via oxidative decarboxylation coupling reaction of α-oxo carboxylic acids with carbonyl compounds

  2016cited by this paper
• Employing Arynes in Diels-Alder Reactions and Transition-Metal-Free Multicomponent Coupling and Arylation Reactions.

  2016cited by this paper
• Metal-free TBAI-catalyzed arylsulfonylation of activated alkenes with sulfonylhydrazides.

  2015cited by this paper
• 9-Silafluorenes via base-promoted homolytic aromatic substitution (BHAS)--the electron as a catalyst.

  2015cited by this paper
• High-performance Hypoiodite/Hydrogen Peroxide Catalytic System for the Oxylactonization of Aliphatic γ-Oxocarboxylic Acids

  2015cited by this paper
• Bu4NI-catalyzed direct α-oxyacylation of diarylethanones with acyl peroxides.

  2015cited by this paper
• Chiral Ammonium Hypoiodite-catalyzed Enantioselective Oxidative Dearomatization of 1-Naphthols Using Hydrogen Peroxide

  2015cited by this paper
• Cyanoacetic Acid as a Masked Electrophile: Transition-Metal-Free Cyanomethylation of Amines and Carboxylic Acids.

  2015cited by this paper
• How low does iron go? Chasing the active species in fe-catalyzed cross-coupling reactions.

  2015cited by this paper
• Transition-metal-catalyzed C-N bond forming reactions using organic azides as the nitrogen source: a journey for the mild and versatile C-H amination.

  2015cited by this paper
• Tetrabutylammonium iodide-catalyzed oxidative coupling of enamides with sulfonylhydrazides: synthesis of β-keto-sulfones.

  2015cited by this paper
• Metal-Free Coupling of 2-Vinylphenols and Carboxylic Acids: An Access to 3-Acyloxy-2,3-dihydrobenzofurans.

  2015cited by this paper
• Transition-metal-free decarboxylation of dimethyl malonate: an efficient construction of α-amino acid esters using TBAI/TBHP.

  2015cited by this paper
• Generation of bis-acyl ketals from esters and benzyl amines under oxidative conditions.

  2015cited by this paper
• Radical-Induced Metal and Solvent-Free Cross-Coupling Using TBAI-TBHP: Oxidative Amidation of Aldehydes and Alcohols with N-Chloramines via C-H Activation.

  2015cited by this paper
• n-Bu4NI-catalyzed direct amination of ethers with aryl tetrazoles and triazoles via cross-dehydrogenative coupling reaction

  2015cited by this paper
• Bu4NI Catalyzed C-N Bond Formation via Cross-Dehydrogenative Coupling of Aryl Ethers (Csp3-H) and Tetrazoles (N-H).

  2015cited by this paper
• A chemoselective α-aminoxylation of aryl ketones: a cross dehydrogenative coupling reaction catalysed by Bu4NI.

  2015cited by this paper
• Iodine-catalyzed oxidative coupling reactions utilizing C - H and X - H as nucleophiles.

  2015cited by this paper
• The Bu4NI-catalyzed alfa-acyloxylation of ketones with benzylic alcohols.

  2014cited by this paper
• Dehydrierende Kreuzkupplungen von C sp 3‐H‐Bindungen: vielseitige Verfahren zur Bildung von C‐C‐Bindungen

  2014cited by this paper
• A general, simple and green process to access pyrrolo[2,1-a]isoquinolines using a KI/TBHP catalytic system

  2014cited by this paper
• Selective sulfonylation and diazotization of indoles.

  2014cited by this paper
• A powerful combination: recent achievements on using TBAI and TBHP as oxidation system.

  2014cited by this paper
• The cross-dehydrogenative coupling of C(sp3)-H bonds: a versatile strategy for C-C bond formations.

  2014cited by this paper
• Transition-metal-free coupling reactions.

  2014cited by this paper
• Dual roles of sulfonyl hydrazides: a three-component reaction to construct fully substituted pyrazoles using TBAI/TBHP.

  2014cited by this paper
• Copper-catalyzed oxidative dimerizations of 3-N-hydroxy-aminoprop-1-enes to form 1,4-dihydroxy-2,3-diaminocyclohexanes with C2  symmetry.

  2014cited by this paper
• Recent advances of transition-metal catalyzed radical oxidative cross-couplings.

  2014cited by this paper
• Direct oxidative coupling of enamines and electron-deficient amines: TBAI/TBHP-mediated synthesis of substituted diaminoalkenes under metal-free conditions.

  2014cited by this paper
• A one-pot hypoiodite catalysed oxidative cycloetherification approach to benzoxazoles.

  2014cited by this paper
• Synthesis of isoxazoline-functionalized phenanthridines via iminoxyl radical-participated cascade sequence.

  2014cited by this paper
• Metal-catalyzed activation of ethers via C-O bond cleavage: a new strategy for molecular diversity.

  2014cited by this paper
• The syntheses of α-ketoamides via(n)Bu4NI-catalyzed multiple sp(3)C-H bond oxidation of ethylarenes and sequential coupling with dialkylformamides.

  2014cited by this paper
• Cyclic ethers to esters and monoesters to bis-esters with unconventional coupling partners under metal free conditions via sp(3) C-H functionalisation.

  2014cited by this paper
• A metal free domino synthesis of 3-aroylindoles via two sp³ C-H activation.

  2014cited by this paper
• Revealing the metal-like behavior of iodine: an iodide-catalysed radical oxidative alkenylation.

  2014cited by this paper
• Peroxidation of C-H bonds adjacent to an amide nitrogen atom under mild conditions.

  2014cited by this paper
• n-Bu₄NI-catalyzed selective dual amination of sp³ C-H bonds: oxidative domino synthesis of imidazo[1,5-c]quinazolines on a gram-scale.

  2014cited by this paper
• Transition-metal-free direct alkylation of aryl tetrazoles via intermolecular oxidative C-N formation.

  2014cited by this paper
• High-turnover hypoiodite catalysis for asymmetric synthesis of tocopherols

  2014cited by this paper
• Direct N-acylation of azoles via a metal-free catalyzed oxidative cross-coupling strategy.

  2014cited by this paper
• Metal-catalyzed cross-coupling reactions and more

  2014cited by this paper
• A radical process towards the development of transition-metal-free aromatic carbon-carbon bond-forming reactions.

  2013cited by this paper
• Easy access to benzylic esters directly from alkyl benzenes under metal-free conditions.

  2013cited by this paper
• Tetrabutylammonium iodide catalyzed allylic sulfonylation of Baylis-Hillman acetates with sulfonylhydrazides in water.

  2013cited by this paper
• Metal-free, highly efficient organocatalytic amination of benzylic C-H bonds.

  2013cited by this paper
• Formal [4+1] cycloaddition of camphor-derived sulfonium salts with aldimines: enantioselective synthesis of 2,3-dihydrobenzofurans

  2013cited by this paper
• Iodide-catalyzed synthesis of N-nitrosamines via C-N cleavage of nitromethane.

  2013cited by this paper
• Nucleophilic attack of α-aminoalkyl radicals on carbon-nitrogen triple bonds to construct α-amino nitriles: an experimental and computational study.

  2013cited by this paper
• Iodine in Modern Oxidation Catalysis

  2013cited by this paper
• Metal-Free, n-Bu4NI-Catalyzed Regioselective Difunctionalization of Unactivated Alkenes

  2013cited by this paper
• Insights into the cobalt(II)-catalyzed decomposition of peroxide.

  2013cited by this paper
• A new strategy for the construction of α-amino acid esters via decarboxylation.

  2013cited by this paper
• Oxygen switch in visible-light photoredox catalysis: radical additions and cyclizations and unexpected C-C-bond cleavage reactions.

  2013cited by this paper
• Transition metal-catalyzed C(vinyl)-C(vinyl) bond formation via double C(vinyl)-H bond activation.

  2013cited by this paper
• Einblicke in den Cobalt(II)‐katalysierten Abbau von Peroxiden

  2013cited by this paper
• Cross coupling of acyl and aminyl radicals: direct synthesis of amides catalyzed by Bu4NI with TBHP as an oxidant.

  2012cited by this paper
• Nitromethane with IBX/TBAF as a nitrosating agent: synthesis of nitrosamines from secondary or tertiary amines under mild conditions.

  2012cited by this paper
• Visible-light-mediated utilization of α-aminoalkyl radicals: addition to electron-deficient alkenes using photoredox catalysts.

  2012cited by this paper
• Tandem cyclization of α-cyano α-alkynyl aryl ketones induced by tert-butyl hydroperoxide and tetrabutylammonium iodide.

  2012cited by this paper
• Synthesis of new 4-thiazolidinone-, pyrazoline-, and isatin-based conjugates with promising antitumor activity.

  2012cited by this paper
• Catalysis with In Situ‐Generated (Hypo)iodite Ions for Oxidative Coupling Reactions

  2012cited by this paper
• Tetrabutylammonium iodide catalyzed synthesis of allylic ester with tert-butyl hydroperoxide as an oxidant.

  2012cited by this paper
• Palladiumkatalysierte Kreuzkupplungen: eine historische Perspektive im Kontext der Nobel-Preise 2010

  2012cited by this paper
• Palladium-catalyzed cross-coupling: a historical contextual perspective to the 2010 Nobel Prize.

  2012cited by this paper
• A Metal‐Free Oxidative Esterification of the Benzyl CH Bond

  2012cited by this paper
• Organocatalytic amidation and esterification of aldehydes with activating reagents by a cross-coupling strategy.

  2012cited by this paper
• nBu4NI-catalyzed direct synthesis of α-ketoamides from aryl methyl ketones with dialkylformamides in water using TBHP as oxidant.

  2012cited by this paper
• Tetrabutylammonium iodide catalyzed allylic sulfonylation of α-methyl styrene derivatives with sulfonylhydrazides.

  2012cited by this paper
• Metal-free, organocatalytic cascade formation of C-N and C-O bonds through dual sp3 C-H activation: oxidative synthesis of oxazole derivatives.

  2012cited by this paper
• A comparative mechanistic study of Cu-catalyzed oxidative coupling reactions with N-phenyltetrahydroisoquinoline.

  2012cited by this paper
• Organocatalytic umpolung: N-heterocyclic carbenes and beyond.

  2012cited by this paper
• Direct condensation of sulfonamide and formamide: NaI-catalyzed synthesis of N-sulfonyl formamidine using TBHP as oxidant.

  2011cited by this paper
• Bu4NI-catalyzed C-O bond formation by using a cross-dehydrogenative coupling (CDC) reaction.

  2011cited by this paper
• A metal-free amination of benzoxazoles--the first example of an iodide-catalyzed oxidative amination of heteroarenes.

  2011cited by this paper
• Ruthenium-catalyzed oxidation of alkenes at room temperature: a practical and concise approach to α-diketones.

  2011cited by this paper
• Iron-catalyzed carbonylation-peroxidation of alkenes with aldehydes and hydroperoxides.

  2011cited by this paper
• Synthesis of tert-butyl peresters from aldehydes by Bu4NI-catalyzed metal-free oxidation and its combination with the Kharasch-Sosnovsky reaction.

  2011cited by this paper
• Metal-catalysed approaches to amide bond formation.

  2011cited by this paper
• TBAI-catalyzed oxidative coupling of aminopyridines with β-keto esters and 1,3-diones-synthesis of imidazo[1,2-a]pyridines.

  2011cited by this paper
• Discovery of selective indole-based prostaglandin D₂ receptor antagonist.

  2011cited by this paper
• Organocatalytic cascade reactions as a new tool in total synthesis.

  2010cited by this paper
• The discodermolide hairpin structure flows from conformationally stable modular motifs.

  2010cited by this paper
• Synthesis of α-amino acids based on chiral tricycloiminolactone derived from natural (+)-camphor.

  2010cited by this paper
• Mechanism of the catalytic deperoxidation of tert-butylhydroperoxide with cobalt(II) acetylacetonate.

  2010cited by this paper
• Nitrile-containing pharmaceuticals: efficacious roles of the nitrile pharmacophore.

  2010cited by this paper

• Oxidative Hetero Coupling Reaction of 2-Oxindoles with Phenols Using Guanidinium Hypoiodite Catalyst.

  2026cites this paper
• NH4I/TBHP-mediated synthesis of 2-aroylbenzothiazoles through [4 + 1] oxidative annulation of 2-aminothiophenols and aryl methyl ketones

  2025cites this paper
• Current Status of Research on Synthesis of α-Keto Acids and Their Esters

  2025cites this paper
• Ternary Synthon Strategy for 1,3,5-Trisubstituted Benzenes via [3 + 3] Benzannulation of Propargyl Alcohols.

  2025cites this paper
• Enhancing CO2 Capture Efficiency of K2CO3 Solution with Quaternary Ammonium Additives

  2025cites this paper
• Asymmetric Cross-Dehydrogenative Coupling of Glycinates via Iodine-Mediated Photoredox/Lewis Acid Synergistic Catalysis

  2025cites this paper
• Denitrogenative Radical Transacetylation of Amines Using Acetohydrazide in Water at Room Temperature.

  2025cites this paper
• Electrochemical oxidative dearomatization of electron-deficient phenols using Br+/Br- catalysis.

  2025cites this paper
• Photoinduced Diazo Carbene-Promoted C(sp3)-H Oxidative Cross-Coupling Reaction for α-Triazolation of Isochromans.

  2025cites this paper
• Synthesis of Thiosulfonates through Aerobic Oxidation of Thiophenol under Metal-Free Conditions

  2024cites this paper
• Enantioselective Oxidative Homocoupling of 2-Oxindoles with a Chiral Bisguanidinium Hypoiodite Catalyst

  2024cites this paper
• Oxidative Dearomative Coupling of Electron-Deficient Arenols Using Hypohalite Catalysis.

  2024cites this paper
• tert‐Butyl Hydroperoxide (TBHP): Recent Progress in C−H Functionalization and Heteroatom‐Heteroatom Bond Formations

  2024cites this paper
• Syntheses of diarylmethanes via an oxidative benzylic functionalization of p-alkyl phenol derivatives under quaternary ammonium hypoiodite catalysis.

  2024cites this paper
• Recent advances in TBHP‐promoted heterocyclic ring construction via annulation/cyclization

  2024cites this paper
• Metal-Free Bisamidation of N-Tosylhydrazones with Carboxylic Acids Promoted by Tetrabutylammonium Iodide and tert-Butyl Hydroperoxide.

  2024cites this paper
• Enantioselective Oxidative Enolate Coupling of Oxindoles Catalyzed by Chiral Guanidinium Hypoiodite

  2023cites this paper
• Iodine-Catalyzed Radical C-H Amination of Nonaromatic Imidazole Oxides: Access to Cyclic α-Aminonitrones.

  2023cites this paper
• Dibenzoylperoxide as a Versatile Oxidant for Oxidative Azidations of Phenols Using Quaternary Ammonium Iodides or Bromides.

  2023cites this paper
• Radical bicyclization of 1,6-enynes with sulfonyl hydrazides by the use of TBAI/TBHP in the aqueous phase.

  2023cites this paper
• Exploring Guanidinium Organocatalysts for Hypoiodite‐Mediated Reactions

  2023cites this paper
• Guanidinium Hypoiodite-Catalyzed Intramolecular Oxidative Coupling Reaction of Oxindoles with β-Dicarbonyls.

  2023cites this paper
• Catalytic Oxidative α‐Functionalization of Carbonyls

  2022cites this paper
• Catalytic Transformations with R 4 NI Catalyst Precursors

  2022cites this paper
• Hypoiodite-Catalyzed Oxidative Umpolung of Indoles for Enantioselective Dearomatization

  2022cites this paper
• Cobalt-catalyzed decarboxylative oxyalkylation of styrenes with α-cyanoacid: access to γ‑ketonitriles

  2022cites this paper
• Oxidative C–O Coupling: Radical and Ionic Pathways of Reaction in Bu4NI/t-BuOOH System

  2022cites this paper
• Cinchona Alkaloid Derived Iodide Catalyzed Enantioselective Oxidative α-Amination of Carbonyl Compounds toward the Construction of Spiroindolyloxindole.

  2022cites this paper
• Oxidative cross-dehydrogenative coupling (CDC) via C(sp2)–H bond functionalization: tert-butyl peroxybenzoate (TBPB)-promoted regioselective direct C-3 acylation/benzoylation of 2H-indazoles with aldehydes/benzyl alcohols/styrenes

  2021cites this paper
• Synthesis of N-alkoxyphthalimide derivatives via PIDA-promoted cross dehydrogenative coupling reaction

  2021cites this paper
• Hypoiodite-catalysed oxidative homocoupling of arenols and tandem oxidation/cross-coupling of hydroquinones with arenes.

  2021cites this paper
• Transition‐Metal Catalyzed Reactions

  2021cites this paper
• A concise synthesis of indolo[2,1-a]isoquinoline via alkyne annulations promoted by base

  2021cites this paper
• NaI/KI/NH4I and TBHP as powerful oxidation systems: use in the formation of various chemical bonds.

  2021cites this paper
• Iodine‐Catalyzed or ‐Mediated Reactions in Aqueous Medium

  2021cites this paper
• Recent developments in oxidative functionalization reactions promoted by TBAI/TBHP

  2021cites this paper
• Chemoselective oxidative generation of ortho-quinone methides and tandem transformations

  2020cites this paper
• Intermolecular Vicinal Diaminative Assembly of Tetrahydroquinoxalines via Metal-free Oxidative [4 + 2] Cycloaddition Strategy.

  2020cites this paper
• Stereoselective synthesis of trans-aziridines via intramolecular oxidative C(sp3)–H amination of β-amino ketones

  2020cites this paper
• I + /TBHP Catalysis For Tandem Oxidative Cyclization To Indolo[2,3‐ b ]quinolines

  2020cites this paper
• Hypoiodite-Catalyzed Chemoselective Tandem Oxidation of Homotryptamines to Peroxy- and Epoxytetrahydropyridoindolenines.

  2020cites this paper
• Bu4NI-catalyzed, oxidative C(sp2)-C(sp3) cross dehydrogenative coupling for the regioselective direct C-3 benzylation of 2H-indazoles.

  2020cites this paper
• Chemo- and Enantioselective Oxidative α-Azidation of Carbonyl Compounds.

  2020cites this paper
• NCS/TBHP promoted C2 arylation of benzothiazoles with aldehydes in DMSO

  2020cites this paper
• Microwave-Enhanced Coupling of Carboxylic Acids with Liquid Ketones and Cyclic Ethers using TBAI/TBHP.

  2020cites this paper
• Selective Oxidative Cleavage of 3-Methylindoles with Primary Amines Affording Quinazolinones.

  2020cites this paper
• Iodine‐Catalyzed Oxidative Rearrangement of Amines to α‐Amino Acetals and α‐Amino Aldehydes

  2019cites this paper
• Iodine-Catalyzed Regioselective Oxidative Cyclization of Aldehyde Hydrazones with Electron-Deficient Olefins for the Synthesis of Mefenpyr-Diethyl.

  2019cites this paper
• One-pot synthesis of 1,3,4-oxadiazol-2(3H)-ones with CO2 as a C1 synthon promoted by hypoiodite.

  2019cites this paper
• KI-catalyzed reactions of aryl hydrazines with α-oxocarboxylic acids in the presence of CO2: access to 1,3,4-oxadiazol-2(3H)-ones

  2019cites this paper
• High-Performance Ammonium Hypoiodite/Oxone Catalysis for Enantioselective Oxidative Dearomatization of Arenols

  2019cites this paper
• Chemoselective Oxidative Spiroetherification and Spiroamination of Arenols Using I+/Oxone Catalysis.

  2019cites this paper
• Exploration of a KI-catalyzed oxidation system for direct construction of bispyrrolidino[2,3-b]indolines and the total synthesis of (+)-WIN 64821.

  2019cites this paper
• Synthesis of γ-Lactones by TBAI-Promoted Intermolecular Carboesterification of Carboxylic Acids with Alkenes and Alcohols.

  2019cites this paper
• Tetra-n-butylammonium bromide (TBAB)-initiated carbonylation–peroxidation of styrene derivatives with aldehydes and hydroperoxides

  2018cites this paper