Ring-expanding and ring-opening transformations of benzofurans and indoles with introducing heteroatoms
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- 資料種別
- 記事
- 著者・編者
- Hayate SaitoHideki Yorimitsu
- 出版年月日等
- 2019-07-18
- 出版年（W3CDTF）
- 2019-07-18
- タイトル（掲載誌）
- Chemistry letters
- 巻号年月日等（掲載誌）
- 48(9)
- 掲載巻
- 48(9)
- ISSN（掲載誌）
- 1348-0715
- ISSN-L（掲載誌）
- 0366-7022
- 本文の言語コード
- eng
- DOI
- 10.1246/cl.190393
- 国立国会図書館永続的識別子
- info:ndljp/pid/11552462
- コレクション（共通）
- コレクション（障害者向け資料：レベル1）
- コレクション（個別）
- 国立国会図書館デジタルコレクション > 電子書籍・電子雑誌 > 学術機関 > 学協会
- 収集根拠
- オンライン資料収集制度
- 受理日（W3CDTF）
- 2020-10-07T08:55:27+09:00
- 保存日（W3CDTF）
- 2019-08-21
- 記録形式（IMT）
- application/pdf
- オンライン閲覧公開範囲
- 国立国会図書館内限定公開
- デジタル化資料送信
- 図書館・個人送信対象外
- 遠隔複写可否（NDL）
- 可
- 掲載誌（国立国会図書館永続的識別子）
- info:ndljp/pid/11552460
- 連携機関・データベース
- 国立国会図書館 : 国立国会図書館デジタルコレクション
- 要約等
- Skeletal transformations of heteroaromatic compounds while cleaving their endocyclic bonds have been emerging as new synthetic tools in modern organic chemistry. Especially, endocyclic insertion of a heteroatom into a heteroaromatic core is a game-changing approach to exotic classes of heterocyclic compounds. In this Highlight Review is summarized recent progress of ring-expanding and ring-opening reactions of benzofurans and indoles.
- DOI
- 10.1246/cl.190393
- オンライン閲覧公開範囲
- インターネット公開
- 著作権情報
- © 2019 The Chemical Society of Japan.Publisher permitted to deposit this accepted manuscript on this repository.This is not the published version. Please cite only the published version.この論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。
- 関連情報（URI）
- 参照
- Asymmetric systematic synthesis, structures, and (chir)optical properties of a series of dihetero[8]helicenesAromatic Metamorphosis of Thiophenes by Means of Desulfurative DilithiationCatalytic Transformations of Sulfonium Salts via C‐S Bond ActivationConstruction of 5 <i>H</i> ‐Dibenzo[ <i>c</i> , <i>e</i> ]azepine Framework from Dibenzothiophene Dioxides and <i>N</i> ‐Benzylimines through S <sub>N</sub> Ar ReactionsOne-Step Palladium-Catalyzed Heterocyclic Ring Closure of Benzofurans with Aryl Iodides through a Heck-Type PathwayPalladium-Catalyzed Unimolecular Fragment Coupling of N-Allylamides Bearing a Tethered Nucleophile with the Translocation of an Amide GroupSynthesis of <i>N</i>‐Alkyl and <i>N‐H</i>‐Carbazoles through S<sub>N</sub>Ar‐Based Aminations of Dibenzothiophene DioxidesElectron injection for aromatic metamorphosis of indoleOn the Order of Addition of Sodium Dispersion in Reductive Diborations of Stilbene and 1,2-Diphenylcyclopropane芳香環メタモルフォシスシグマトロピー転位を活用するビアリール合成の新展開
- 参照
- Iodide-Mediated or Iodide-Catalyzed Demethylation and Friedel-Crafts C-H Borylative Cyclization Leading to Thiophene-Fused 1,2-Oxaborine DerivativesPalladium‐Assisted “Aromatic Metamorphosis” of Dibenzothiophenes into TriphenylenesTransition‐Metal‐Free Synthesis of Carbazoles and Indoles by an S<sub>N</sub>Ar‐Based “Aromatic Metamorphosis” of ThiaarenesRhodium-Catalyzed Asymmetric Synthesis of Silicon-Stereogenic Dibenzooxasilines via Enantioselective TransmetalationEnantioselective Synthesis of <i>anti</i>-1,2-Oxaborinan-3-enes from Aldehydes and 1,1-Di(boryl)alk-3-enes Using Ruthenium and Chiral Phosphoric Acid CatalystsSynthesis of Dibenzophosphole Oxides from Dibenzothiophene Dioxides and Phenylphosphine by Two Successive S<sub>N</sub>Ar ReactionsAromatic Metamorphosis of Dibenzofurans into Triphenylenes Starting with Nickel-Catalyzed Ring-Opening C–O ArylationDoping Polycyclic Arenes with Nitrogen–Boron–Nitrogen (NBN) UnitsFour-Step Synthesis of B<sub>2</sub>N<sub>2</sub>-Embedded CorannuleneMultiple heteroatom substitution to graphene nanoribbonSynthesis of a Diverse Series of Phosphacoumarins with Biological ActivitySelective Functionalization of Arenes through the Reaction of Aryne-Zirconocene Complexes and Enol EthersSilicon-Tethered Strategies for C–H Functionalization ReactionsRelay Catalytic Cascade Hydrosiloxylation and Asymmetric Hetero-Diels–Alder ReactionAn Alternative Approach to Aldol Reactions: Gold-Catalyzed Formation of Boron Enolates from AlkynesInfluence of alkyl chain length on the solid-state properties and transistor performance of BN-substituted tetrathienonaphthalenesRhodium-Catalyzed 2-Arylphenol-Derived Six-Membered Silacyclization: Straightforward Access toward Dibenzooxasilines and Silicon-Containing Planar Chiral MetallocenesPostfunctionalization of BN‐Embedded Polycyclic Aromatic Compounds for Fine‐Tuning of Their Molecular PropertiesCarbanion mechanismsUltrapure Blue Thermally Activated Delayed Fluorescence Molecules: Efficient HOMO–LUMO Separation by the Multiple Resonance EffectOne‐Step Borylation of 1,3‐Diaryloxybenzenes Towards Efficient Materials for Organic Light‐Emitting DiodesTriplet-Energy Control of Polycyclic Aromatic Hydrocarbons by BN Replacement: Development of Ambipolar Host Materials for Phosphorescent Organic Light-Emitting DiodesNickel-Catalyzed Boron Insertion into the C2–O Bond of BenzofuransFe‐Catalyzed Cross‐Coupling Reaction of Vinylic Ethers with Aryl Grignard ReagentsConstruction of an Internally B<sub>3</sub>N<sub>3</sub>‐Doped Nanographene MoleculeThe Role of Arene–Arene Interactions in the Folding of <i>ortho</i>-PhenylenesNickel-induced conversion of carbon-oxygen into carbon-carbon bonds. One-step transformations of enol ethers into olefins and aryl ethers into biarylsAromatic metamorphosis: conversion of an aromatic skeleton into a different ring systemSynthesis of Spirocyclic Diarylfluorenes by One-Pot Twofold S<sub>N</sub>Ar Reactions of Diaryl Sulfones with DiarylmethanesBoron-Selective Biaryl Coupling Approach to Versatile Dibenzoxaborins and Application to Concise Synthesis of Defucogilvocarcin MCopper‐Catalyzed Ring‐Opening Silylation of Benzofurans with DisilaneSynthesis and characterization of hexaarylbenzenes with five or six different substituents enabled by programmed synthesisAromatic Metamorphosis of DibenzothiophenesNickel-Catalyzed Alkylative Cross-Coupling of Anisoles with Grignard Reagents via C–O Bond ActivationSynthesis of Boronate‐Based Benzo[<i>fg</i>]tetracene and Benzo[<i>hi</i>]hexacene via Demethylative Direct BorylationTwo-Step Synthesis of Boron-Fused Double HelicenesSilylboranes as New Tools in Organic SynthesisAddition‐Elimination of Aryldimethylaluminum Reagents to Vinylarenes Promoted by the Addition of a KetoneManganese-Catalyzed Ring Opening of Benzofurans and Its Application to Insertion of Heteroatoms into the C2–O Bond29Si-NMR-spektroskopische untersuchungen an substituierten disilanen10-Hydroxy-10,9-boroxarophenanthrenes: Versatile Synthetic Intermediates to 3,4-Benzocoumarins and TriarylsRecent Developments in Azaborinine ChemistryHydrogen Bonding of 1,2-Azaborines in the Binding Cavity of T4 Lysozyme Mutants: Structures and ThermodynamicsIndium‐Catalyzed Formal N‐Arylation and N‐Alkylation of Pyrroles with AminesChemo- and Stereoselective Crotylation of Aldehydes and Cyclic Aldimines with Allylic <i>gem</i>-Diboronate EsterOxygen insertion into boroles as a route to 1,2-oxaborinesGold-Catalyzed Hydrosilyloxylation Driving Tandem Aldol and Mannich ReactionsNickel-Catalyzed Cross-Couplings Involving Carbon−Oxygen BondsOxidant-free oxidation of C–H bonds by cathodic hydrogen evolution: a phosphonic Kolbe oxidation/cyclization processThe State of the Art in Azaborine Chemistry: New Synthetic Methods and ApplicationsSynthesis, structure and properties of C<sub>3</sub>-symmetric heterosuperbenzene with three BN unitsFormation and reactions of functional silyl anionsReaction of Alkene–Zirconocene Complexes and Cyclic Enol Ethers through New Reaction PathwaysRegioregular Synthesis of Azaborine Oligomers and a Polymer with a <i>syn</i> Conformation Stabilized by NH⋅⋅⋅π InteractionsAlkylation reactions of phosphachroman-2,4-diones and 4-hydroxy phosphacoumarinsReactions of triazines and tetrazines with dienophiles (Review)Rhodium‐Catalyzed Oxidative C–H Activation/Cyclization for the Synthesis of Phosphaisocoumarins and Phosphorous 2‐PyronesA Highly Chemoselective, Zr-Catalyzed C–O Bond Functionalization of BenzofuranIn Situ Solid‐State Generation of (BN)<sub>2</sub>‐Pyrenes and Electroluminescent DevicesCarbon-carbon bond formation by the reaction of organolithiums with α-lithiated cyclic enol ethers. Stereoselective synthesis of β- and γ-hydroxy di- and tri-substituted alkenesRecent Advances in Transition-Metal-Catalyzed Synthetic Transformations of Organosilicon ReagentsSynthesis by free radical polymerization and properties of BN-polystyrene and BN-poly(vinylbiphenyl)Cross-Couplings Using Aryl Ethers via C–O Bond Activation Enabled by Nickel CatalystsMedicinal Chemistry Profiling of Monocyclic 1,2‐AzaborinesThe synthesis of BN-embedded tetraphenes and their photophysical propertiesAromatic Metamorphosis of Indoles into 1,2-BenzazaborinsOne-Shot Multiple Borylation toward BN-Doped NanographenesDiels-Alder reactions of heterocyclic aza dienes. Scope and applicationsRecent Advances in Azaborine ChemistryBN Heterosuperbenzenes: Synthesis and PropertiesSynthesis of NBN-Type Zigzag-Edged Polycyclic Aromatic Hydrocarbons: 1,9-Diaza-9a-boraphenalene as a Structural MotifMetal-Catalyzed Aromatic C-O Bond Activation/TransformationCopper‐Catalyzed Ring Opening of Benzofurans and an Enantioselective Hydroamination CascadeZirconocene-Based Methods for the Preparation of BN-Indenes: Application to the Synthesis of 1,5-Dibora-4a,8a-diaza-1,2,3,5,6,7-hexaaryl-4,8-dimethyl-<i>s</i>-indacenesActivation of the Si–B Interelement Bond: Mechanism, Catalysis, and SynthesisSynthesis of Phosphaisocoumarins through Rhodium-Catalyzed Cyclization Using Alkynes and Arylphosphonic Acid MonoestersTBDPS and Br-TBDPS Protecting Groups as Efficient Aryl Group Donors in Pd-Catalyzed Arylation of Phenols and Anilines269. New heteroaromatic compounds. Part V. Some 9,10-boroxarophenanthrenesNickel catalyzed dealkoxylative C<sub>sp2</sub>–C<sub>sp3</sub> cross coupling reactions – stereospecific synthesis of allylsilanes from enol ethers<i>ortho</i>-Phenylenes: Unusual Conjugated Oligomers with a Surprisingly Long Effective Conjugation LengthPhotochemical Generation of Chiral N,B,X‐Heterocycles by Heteroaromatic C−X Bond Scission (X=S, O) and Boron InsertionTwo BN Isosteres of Anthracene: Synthesis and CharacterizationNBN-embedded Polycyclic Aromatic Hydrocarbons Containing Pentagonal and Heptagonal RingsThe Least Stable Isomer of BN Naphthalene: Toward Predictive Trends for the Optoelectronic Properties of BN AcenesDirect thermal and photochemical generation of silanonesPalladium‐Catalyzed Carbon–Fluorine and Carbon–Hydrogen Bond Alumination of Fluoroarenes and HeteroarenesActivation of “Inert” Alkenyl/Aryl CO Bond and Its Application in Cross‐Coupling ReactionsTrimethylsilylsodium. A new preparation and some reactions involving a facile electron transfer from trimethylsilyl anion to naphthaleneSilicon-Containing Amino Acids: Synthetic Aspects, Conformational Studies, and Applications to Bioactive PeptidesReaction in the Ternary System 3,6-Di-tert-butyl-1,2-Benzoquinone-Arylacetylene-Phosphorus TrichlorideChemistry of organosilicon compoundsNegishi Cross-Coupling Is Compatible with a Reactive B–Cl Bond: Development of a Versatile Late-Stage Functionalization of 1,2-Azaborines and Its Application to the Synthesis of New BN Isosteres of Naphthalene and IndenylDiels–Alder reactions of five-membered heterocycles containing one heteroatomSerendipitous synthesis of a sila-.alpha.-pyran - convenient, penultimate precursor to dimethylsilanoneB-N as a C-C substitute in aromatic systemsVergleichende Untersuchungen an Alkoxy‐trimethylsilanen, Alkoxy‐pentamethyldisilanen und 1,2 Dialkoxy‐tetramethyldisilanen sowie an analogen Alkylamino‐ und Alkylthio‐disilanenSilapyran and silacyclobutene formation in the gas-phase pyrolysis of 2-(dimethylsilyl)furanStereoselective Tandem Cascade Furan CycloadditionsBN/CC Isosteric Compounds as Enzyme Inhibitors: <i>N</i>‐ and <i>B</i>‐Ethyl‐1,2‐azaborine Inhibit Ethylbenzene Hydroxylation as Nonconvertible Substrate AnaloguesBoron Mimetics: 1,2‐Dihydro‐1,2‐azaborines Bind inside a Nonpolar Cavity of T4 LysozymeTransition‐Metal‐Free Ring‐Opening Silylation of Indoles and Benzofurans with (Diphenyl‐<i>tert</i>‐butylsilyl)lithiumRecent advances in C–Si bond activation via a direct transition metal insertionSynthesis and Antimicrobial Activity of New Dialkyl(diaryl)-2-(5-chloro-2-hydroxyphenyl)-2-(phenylethenyl)pentylphosphonium SaltsReaction of gem-Dibromocyclopropanes or Iodobenzofuran with Trialkylmanganate9,10-Azaboraphenanthrene-containing small molecules and conjugated polymers: synthesis and their application in chemodosimeters for the ratiometric detection of fluoride ionsEfficient synthetic methods for the installation of boron–nitrogen bonds in conjugated organic moleculesAn Aryne-Based Route to Substituted BenzoisothiazolesSynthesis of Stable Nanographenes with OBO-Doped Zigzag Edges Based on Tandem Demethylation-Electrophilic BorylationAllylsilanes and Vinylsilanes from Silylcupration of Carbon−Carbon Multiple Bonds: Scope and Synthetic ApplicationsA mild preparation of vinyliodides from vinylsilanesRecent Advances in Transition-Metal-Catalyzed Denitrogenative Transformations of 1,2,3-Triazoles and Related Compounds10,9-Oxaboraphenanthrenes as luminescent fluorophoresReaction of organoboranes with α-lithium furanTransition‐Metal‐Catalyzed Denitrogenative Transannulation: Converting Triazoles into Other Heterocyclic SystemsB<sub>2</sub>N<sub>2</sub>-Dibenzo[<i>a</i>,<i>e</i>]pentalenes: Effect of the BN Orientation Pattern on Antiaromaticity and Optoelectronic PropertiesA comparative study of the interaction of salicylaldehydes with phosphonoacetates under Knoevenagel reaction conditions. Synthesis of 1,2-benzoxaphosphorines and their dimersNi-Catalyzed Stereoselective Arylation of Inert C–O bonds at Low TemperaturesReaction of P,P,P-trihalogenbenzo-1,3,2-dioxaphospholes with terminal acetylenes: Phosphorus-carbon bond formation and the ipso-substitution of oxygen by carbonChiral Memory in Silylium IonsHybrid Metal/Organo Relay Catalysis Enables Enynes To Be Latent Dienes for Asymmetric Diels–Alder ReactionUV-Photoelectron Spectroscopy of BN Indoles: Experimental and Computational Electronic Structure AnalysisIncorporation of polycyclic azaborine compounds into polythiophene-type conjugated polymers for organic field-effect transistorsAromatic boron-oxygen heterocyclesOrganosilicon compounds as fluorescent chemosensors for fluoride anion recognitionConstruction of Benzosiloles, Six- and Eight-Membered Silacyclic Skeletons, via a Pd-Catalyzed Intramolecular Mizoroki–Heck Reaction of VinylsilanesRh/Cu-cocatalyzed Ring-opening Diborylation of Dibenzothiophenes for Aromatic Metamorphosis via DiborylbiarylsChemInform Abstract: Effect of Ring Sizes of Cyclooligosilanes on Construction of Organosilicon ClustersRING ENLARGEMENT REACTION OF 1-AMINOINDOLES TO CINNOLINE DERIVATIVESトリアゾールをカルベン錯体の前駆体として用いる触媒反応の開発
- 連携機関・データベース
- 国立情報学研究所 : CiNii Research
- 提供元機関・データベース
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- 書誌ID（NDLBibID）
- 11552462
- NII論文ID
- 130007703022