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Volume number48 (9)
Ring-expan...

Ring-expanding and ring-opening transformations of benzofurans and indoles with introducing heteroatoms

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Ring-expanding and ring-opening transformations of benzofurans and indoles with introducing heteroatoms

Persistent ID (NDL)
info:ndljp/pid/11552462
Material type
記事
Author
Hayate Saitoほか
Publisher
The Chemical Society of Japan
Publication date
2019-07-18
Material Format
Digital
Journal name
Chemistry letters 48(9)
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Skeletal transformations of heteroaromatic compounds while cleaving their endocyclic bonds have been emerging as new synthetic tools in modern organic...

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Material Type
記事
Author/Editor
Hayate Saito
Hideki Yorimitsu
Publication, Distribution, etc.
Publication Date
2019-07-18
Publication Date (W3CDTF)
2019-07-18
Periodical title
Chemistry letters
No. or year of volume/issue
48(9)
Volume
48(9)
ISSN (Periodical Title)
1348-0715
ISSN-L (Periodical Title)
0366-7022
Text Language Code
eng
Persistent ID (NDL)
info:ndljp/pid/11552462
Collection (Materials For Handicapped People:1)
Collection (particular)
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
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オンライン資料収集制度
Date Accepted (W3CDTF)
2020-10-07T08:55:27+09:00
Date Captured (W3CDTF)
2019-08-21
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application/pdf
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図書館・個人送信対象外
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info:ndljp/pid/11552460
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国立国会図書館 : 国立国会図書館デジタルコレクション

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Summary, etc.
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.
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© 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。
Is Referenced By
Asymmetric systematic synthesis, structures, and (chir)optical properties of a series of dihetero[8]helicenes
Aromatic Metamorphosis of Thiophenes by Means of Desulfurative Dilithiation
Catalytic Transformations of Sulfonium Salts via C‐S Bond Activation
Construction 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 Reactions
One-Step Palladium-Catalyzed Heterocyclic Ring Closure of Benzofurans with Aryl Iodides through a Heck-Type Pathway
Palladium-Catalyzed Unimolecular Fragment Coupling of N-Allylamides Bearing a Tethered Nucleophile with the Translocation of an Amide Group
Synthesis of <i>N</i>‐Alkyl and <i>N‐H</i>‐Carbazoles through S<sub>N</sub>Ar‐Based Aminations of Dibenzothiophene Dioxides
Electron injection for aromatic metamorphosis of indole
On 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
References
Iodide-Mediated or Iodide-Catalyzed Demethylation and Friedel-Crafts C-H Borylative Cyclization Leading to Thiophene-Fused 1,2-Oxaborine Derivatives
Palladium‐Assisted “Aromatic Metamorphosis” of Dibenzothiophenes into Triphenylenes
Transition‐Metal‐Free Synthesis of Carbazoles and Indoles by an S<sub>N</sub>Ar‐Based “Aromatic Metamorphosis” of Thiaarenes
Rhodium-Catalyzed Asymmetric Synthesis of Silicon-Stereogenic Dibenzooxasilines via Enantioselective Transmetalation
Enantioselective 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 Catalysts
Synthesis of Dibenzophosphole Oxides from Dibenzothiophene Dioxides and Phenylphosphine by Two Successive S<sub>N</sub>Ar Reactions
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Four-Step Synthesis of B<sub>2</sub>N<sub>2</sub>-Embedded Corannulene
Multiple heteroatom substitution to graphene nanoribbon
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Relay Catalytic Cascade Hydrosiloxylation and Asymmetric Hetero-Diels–Alder Reaction
An Alternative Approach to Aldol Reactions: Gold-Catalyzed Formation of Boron Enolates from Alkynes
Influence of alkyl chain length on the solid-state properties and transistor performance of BN-substituted tetrathienonaphthalenes
Rhodium-Catalyzed 2-Arylphenol-Derived Six-Membered Silacyclization: Straightforward Access toward Dibenzooxasilines and Silicon-Containing Planar Chiral Metallocenes
Postfunctionalization of BN‐Embedded Polycyclic Aromatic Compounds for Fine‐Tuning of Their Molecular Properties
Carbanion mechanisms
Ultrapure Blue Thermally Activated Delayed Fluorescence Molecules: Efficient HOMO–LUMO Separation by the Multiple Resonance Effect
One‐Step Borylation of 1,3‐Diaryloxybenzenes Towards Efficient Materials for Organic Light‐Emitting Diodes
Triplet-Energy Control of Polycyclic Aromatic Hydrocarbons by BN Replacement: Development of Ambipolar Host Materials for Phosphorescent Organic Light-Emitting Diodes
Nickel-Catalyzed Boron Insertion into the C2–O Bond of Benzofurans
Fe‐Catalyzed Cross‐Coupling Reaction of Vinylic Ethers with Aryl Grignard Reagents
Construction of an Internally B<sub>3</sub>N<sub>3</sub>‐Doped Nanographene Molecule
The Role of Arene–Arene Interactions in the Folding of <i>ortho</i>-Phenylenes
Nickel-induced conversion of carbon-oxygen into carbon-carbon bonds. One-step transformations of enol ethers into olefins and aryl ethers into biaryls
Aromatic metamorphosis: conversion of an aromatic skeleton into a different ring system
Synthesis of Spirocyclic Diarylfluorenes by One-Pot Twofold S<sub>N</sub>Ar Reactions of Diaryl Sulfones with Diarylmethanes
Boron-Selective Biaryl Coupling Approach to Versatile Dibenzoxaborins and Application to Concise Synthesis of Defucogilvocarcin M
Copper‐Catalyzed Ring‐Opening Silylation of Benzofurans with Disilane
Synthesis and characterization of hexaarylbenzenes with five or six different substituents enabled by programmed synthesis
Aromatic Metamorphosis of Dibenzothiophenes
Nickel-Catalyzed Alkylative Cross-Coupling of Anisoles with Grignard Reagents via C–O Bond Activation
Synthesis of Boronate‐Based Benzo[<i>fg</i>]tetracene and Benzo[<i>hi</i>]hexacene via Demethylative Direct Borylation
Two-Step Synthesis of Boron-Fused Double Helicenes
Silylboranes as New Tools in Organic Synthesis
Addition‐Elimination of Aryldimethylaluminum Reagents to Vinylarenes Promoted by the Addition of a Ketone
Manganese-Catalyzed Ring Opening of Benzofurans and Its Application to Insertion of Heteroatoms into the C2–O Bond
29Si-NMR-spektroskopische untersuchungen an substituierten disilanen
10-Hydroxy-10,9-boroxarophenanthrenes:  Versatile Synthetic Intermediates to 3,4-Benzocoumarins and Triaryls
Recent Developments in Azaborinine Chemistry
Hydrogen Bonding of 1,2-Azaborines in the Binding Cavity of T4 Lysozyme Mutants: Structures and Thermodynamics
Indium‐Catalyzed Formal N‐Arylation and N‐Alkylation of Pyrroles with Amines
Chemo- and Stereoselective Crotylation of Aldehydes and Cyclic Aldimines with Allylic <i>gem</i>-Diboronate Ester
Oxygen insertion into boroles as a route to 1,2-oxaborines
Gold-Catalyzed Hydrosilyloxylation Driving Tandem Aldol and Mannich Reactions
Nickel-Catalyzed Cross-Couplings Involving Carbon−Oxygen Bonds
Oxidant-free oxidation of C–H bonds by cathodic hydrogen evolution: a phosphonic Kolbe oxidation/cyclization process
The State of the Art in Azaborine Chemistry: New Synthetic Methods and Applications
Synthesis, structure and properties of C<sub>3</sub>-symmetric heterosuperbenzene with three BN units
Formation and reactions of functional silyl anions
Reaction of Alkene–Zirconocene Complexes and Cyclic Enol Ethers through New Reaction Pathways
Regioregular Synthesis of Azaborine Oligomers and a Polymer with a <i>syn</i> Conformation Stabilized by NH⋅⋅⋅π Interactions
Alkylation reactions of phosphachroman-2,4-diones and 4-hydroxy phosphacoumarins
Reactions of triazines and tetrazines with dienophiles (Review)
Rhodium‐Catalyzed Oxidative C–H Activation/Cyclization for the Synthesis of Phosphaisocoumarins and Phosphorous 2‐Pyrones
A Highly Chemoselective, Zr-Catalyzed C–O Bond Functionalization of Benzofuran
In Situ Solid‐State Generation of (BN)<sub>2</sub>‐Pyrenes and Electroluminescent Devices
Carbon-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 alkenes
Recent Advances in Transition-Metal-Catalyzed Synthetic Transformations of Organosilicon Reagents
Synthesis 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 Catalysts
Medicinal Chemistry Profiling of Monocyclic 1,2‐Azaborines
The synthesis of BN-embedded tetraphenes and their photophysical properties
Aromatic Metamorphosis of Indoles into 1,2-Benzazaborins
One-Shot Multiple Borylation toward BN-Doped Nanographenes
Diels-Alder reactions of heterocyclic aza dienes. Scope and applications
Recent Advances in Azaborine Chemistry
BN Heterosuperbenzenes: Synthesis and Properties
Synthesis of NBN-Type Zigzag-Edged Polycyclic Aromatic Hydrocarbons: 1,9-Diaza-9a-boraphenalene as a Structural Motif
Metal-Catalyzed Aromatic C-O Bond Activation/Transformation
Copper‐Catalyzed Ring Opening of Benzofurans and an Enantioselective Hydroamination Cascade
Zirconocene-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>-indacenes
Activation of the Si–B Interelement Bond: Mechanism, Catalysis, and Synthesis
Synthesis of Phosphaisocoumarins through Rhodium-Catalyzed Cyclization Using Alkynes and Arylphosphonic Acid Monoesters
TBDPS and Br-TBDPS Protecting Groups as Efficient Aryl Group Donors in Pd-Catalyzed Arylation of Phenols and Anilines
269. New heteroaromatic compounds. Part V. Some 9,10-boroxarophenanthrenes
Nickel 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 Length
Photochemical Generation of Chiral N,B,X‐Heterocycles by Heteroaromatic C−X Bond Scission (X=S, O) and Boron Insertion
Two BN Isosteres of Anthracene: Synthesis and Characterization
NBN-embedded Polycyclic Aromatic Hydrocarbons Containing Pentagonal and Heptagonal Rings
The Least Stable Isomer of BN Naphthalene: Toward Predictive Trends for the Optoelectronic Properties of BN Acenes
Direct thermal and photochemical generation of silanones
Palladium‐Catalyzed Carbon–Fluorine and Carbon–Hydrogen Bond Alumination of Fluoroarenes and Heteroarenes
Activation of “Inert” Alkenyl/Aryl CO Bond and Its Application in Cross‐Coupling Reactions
Trimethylsilylsodium. A new preparation and some reactions involving a facile electron transfer from trimethylsilyl anion to naphthalene
Silicon-Containing Amino Acids: Synthetic Aspects, Conformational Studies, and Applications to Bioactive Peptides
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Chemistry of organosilicon compounds
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Diels–Alder reactions of five-membered heterocycles containing one heteroatom
Serendipitous synthesis of a sila-.alpha.-pyran - convenient, penultimate precursor to dimethylsilanone
B-N as a C-C substitute in aromatic systems
Vergleichende Untersuchungen an Alkoxy‐trimethylsilanen, Alkoxy‐pentamethyldisilanen und 1,2 Dialkoxy‐tetramethyldisilanen sowie an analogen Alkylamino‐ und Alkylthio‐disilanen
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Recent advances in C–Si bond activation via a direct transition metal insertion
Synthesis and Antimicrobial Activity of New Dialkyl(diaryl)-2-(5-chloro-2-hydroxyphenyl)-2-(phenylethenyl)pentylphosphonium Salts
Reaction of gem-Dibromocyclopropanes or Iodobenzofuran with Trialkylmanganate
9,10-Azaboraphenanthrene-containing small molecules and conjugated polymers: synthesis and their application in chemodosimeters for the ratiometric detection of fluoride ions
Efficient synthetic methods for the installation of boron–nitrogen bonds in conjugated organic molecules
An Aryne-Based Route to Substituted Benzoisothiazoles
Synthesis of Stable Nanographenes with OBO-Doped Zigzag Edges Based on Tandem Demethylation-Electrophilic Borylation
Allylsilanes and Vinylsilanes from Silylcupration of Carbon−Carbon Multiple Bonds:  Scope and Synthetic Applications
A mild preparation of vinyliodides from vinylsilanes
Recent Advances in Transition-Metal-Catalyzed Denitrogenative Transformations­ of 1,2,3-Triazoles and Related Compounds
10,9-Oxaboraphenanthrenes as luminescent fluorophores
Reaction of organoboranes with α-lithium furan
Transition‐Metal‐Catalyzed Denitrogenative Transannulation: Converting Triazoles into Other Heterocyclic Systems
B<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 Properties
A comparative study of the interaction of salicylaldehydes with phosphonoacetates under Knoevenagel reaction conditions. Synthesis of 1,2-benzoxaphosphorines and their dimers
Ni-Catalyzed Stereoselective Arylation of Inert C–O bonds at Low Temperatures
Reaction of P,P,P-trihalogenbenzo-1,3,2-dioxaphospholes with terminal acetylenes: Phosphorus-carbon bond formation and the ipso-substitution of oxygen by carbon
Chiral Memory in Silylium Ions
Hybrid Metal/Organo Relay Catalysis Enables Enynes To Be Latent Dienes for Asymmetric Diels–Alder Reaction
UV-Photoelectron Spectroscopy of BN Indoles: Experimental and Computational Electronic Structure Analysis
Incorporation of polycyclic azaborine compounds into polythiophene-type conjugated polymers for organic field-effect transistors
Aromatic boron-oxygen heterocycles
Organosilicon compounds as fluorescent chemosensors for fluoride anion recognition
Construction of Benzosiloles, Six- and Eight-Membered Silacyclic Skeletons, via a Pd-Catalyzed Intramolecular Mizoroki–Heck Reaction of Vinylsilanes
Rh/Cu-cocatalyzed Ring-opening Diborylation of Dibenzothiophenes for Aromatic Metamorphosis via Diborylbiaryls
ChemInform Abstract: Effect of Ring Sizes of Cyclooligosilanes on Construction of Organosilicon Clusters
RING 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
Data Provider (Database)
国立情報学研究所 : CiNii Research
Bibliographic ID (NDL)
11552462
NAID
130007703022