Synthesis of biaryls using aryne intermediates

Metal Free Bi(hetero)aryl Synthesis: A Benzyne Truce-Smiles Rearrangement

(2016) Catherine M. Holden et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Reactions of arynes promoted by silver ions

(2016) Rajdip Karmakar et al.   CHEMICAL SOCIETY REVIEWS

Insertion of N-Tosylacetimidates/Acetimidamides onto Arynes via [2 + 2] Cycloaddition

(2016) Ramagonolla Kranthikumar et al.   JOURNAL OF ORGANIC CHEMISTRY

Silylaryl Halides Can Replace Triflates as Aryne Precursors

(2016) Milad Mesgar et al.   ORGANIC LETTERS

Atropo-diastereoselective coupling of aryllithiums and arynes — variations around the chiral auxiliary

(2016) David Augros et al.   TETRAHEDRON

2-[(Neopentyl glycolato)boryl]phenyl Triflates and Halides for Fluoride Ion-Mediated Generation of Functionalized Benzynes

(2015) Takashi Ikawa et al.   ADVANCED SYNTHESIS & CATALYSIS

Ligand Controlled Regiodivergent C1Insertion on Arynes for Construction of Phenanthridinone and Acridone Alkaloids

(2015) Minghao Feng et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Pyridynes and indolynes as building blocks for functionalized heterocycles and natural products

(2015) Adam E. Goetz et al.   CHEMICAL COMMUNICATIONS

2,2′-Bis-substituted Biphenyls by the Addition of Nucleophiles to Benzyne Followed by In Situ Oxidative Homocoupling

(2015) Friederike Sibbel et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Modular Synthesis of Biaryl-Substituted Phosphine Ligands: Application in Microwave-Assisted Palladium-Catalyzed C-N Cross-Coupling Reactions

(2015) Chandani Singh et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Access to Atropisomerically En­riched Biaryls by the Coupling of Aryllithiums with Arynes under Control by Homochiral Oxazolines

(2015) Boubacar Yalcouye et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Construction of Benzo[c]carbazoles and Their Antitumor Derivatives through the Diels–Alder Reaction of 2-Alkenylindoles and Arynes

(2015) Feng Sha et al.   JOURNAL OF ORGANIC CHEMISTRY

Pseudo-Multicomponent Reactions of Arynes with N-Aryl Imines

(2015) Juan-Carlos Castillo et al.   JOURNAL OF ORGANIC CHEMISTRY

Domino Aryne Precursor: Efficient Construction of 2,4-Disubstituted Benzothiazoles

(2015) Jiarong Shi et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Synthesis of Hindered Biaryls via Aryne Addition and in Situ Dimerization

(2015) José-Antonio García-López et al.   ORGANIC LETTERS

Atroposelective synthesis of axially chiral P,S-ligands based on arynes

(2015) Anaïs Berthelot-Bréhier et al.   Organic Chemistry Frontiers

The Hexadehydro-Diels-Alder Reaction: A New Chapter in Aryne Chemistry

(2014) Catherine Holden née Hall et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Palladium-catalyzed cyclization of benzamides with arynes: application to the synthesis of phenaglydon and N-methylcrinasiadine

(2014) Sandeep Pimparkar et al.   CHEMICAL COMMUNICATIONS

A Tandem Reaction of Benzyne with Functionalized Benzylidenephthalan To Afford Phenanthro[10,1-bc]furan

(2014) Hai Xiao Siyang et al.   JOURNAL OF ORGANIC CHEMISTRY

General Method for Functionalized Polyaryl Synthesis via Aryne Intermediates

(2014) Thanh Truong et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Three-Component Coupling Based on Flash Chemistry. Carbolithiation of Benzyne with Functionalized Aryllithiums Followed by Reactions with Electrophiles

(2014) Aiichiro Nagaki et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Hydroarylation of Arynes Catalyzed by Silver for Biaryl Synthesis

(2014) Nam-Kyu Lee et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Aryne Polymerization Enabling Straightforward Synthesis of Elusive Poly(ortho-arylene)s

(2014) Yoshihide Mizukoshi et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Palladium-catalyzed annulation of benzynes with N-substituted-N-(2-halophenyl)formamides: synthesis of phenanthridinones

(2014) Yuan Yang et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Continuous-Flow Synthesis of Trimethylsilylphenyl Perfluorosulfonate Benzyne Precursors

(2014) Boris Michel et al.   ORGANIC LETTERS

Strain-Promoted Oxidative Annulation of Arynes and Cyclooctynes with Benzamides: Palladium-Catalyzed C–H/N–H Activation for the Synthesis of N-Heterocycles

(2014) Xianglong Peng et al.   ORGANIC LETTERS

Efficient Synthesis of 9-Aryldihydrophenanthrenes by a Cascade Reaction Involving Arynes and Styrenes

(2014) Sachin Suresh Bhojgude et al.   ORGANIC LETTERS

Boron-Selective Biaryl Coupling Approach to Versatile Dibenzoxaborins and Application to Concise Synthesis of Defucogilvocarcin M

(2014) Yuto Sumida et al.   ORGANIC LETTERS

Use of 2-Bromophenylboronic Esters as Benzyne Precursors in the Pd-Catalyzed Synthesis of Triphenylenes

(2014) José-Antonio García-López et al.   ORGANIC LETTERS

Insertion Reactions on Carbopalladated Benzyne: From Eight- to Nine- and Ten-Membered Palladacycles. Applications to the Synthesis of N-Heterocycles

(2014) María-José Oliva-Madrid et al.   ORGANOMETALLICS

A “Hot, Energized” Benzyne

(2013) Reinhard W. Hoffmann et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Novel Formation of Oxazepino[4,5-a]quinolines by Tandem 1,3-Dipolar and Insertion Reaction of Quinoline N-Oxides with Arynes

(2013) Kentaro Okuma et al.   BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN

Benzyne–benzyne–RNC or CO triple sequential insertion into the Pd–C bond: synthesis of ten-membered N-heterocycles through stable ten- and eleven-membered palladacycles

(2013) María-José Oliva-Madrid et al.   CHEMICAL COMMUNICATIONS

Highly Regioselective Assembly of Di- or Trisubstituted Pyridines from Arynes, Isocyanides, and 3-Bromo- or 3-Acetoxypropynes

(2013) Feng Sha et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Aryne Cycloaddition Reactions in the Synthesis of Large Polycyclic Aromatic Compounds

(2013) Dolores Pérez et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Alkane C–H Insertion by Aryne Intermediates with a Silver Catalyst

(2013) Sang Young Yun et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

The aromatic ene reaction

(2013) Dawen Niu et al.   Nature Chemistry

Generation of Arynes via Ate Complexes of Arylboronic Esters with an ortho-Leaving Group

(2013) Yuto Sumida et al.   ORGANIC LETTERS

Arynes in the synthesis of polycyclic aromatic hydrocarbons

(2013) Di Wu et al.   RSC Advances

Arynes and Cyclohexyne in Natural Product Synthesis

(2012) Christian M. Gampe et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Palladium-Catalyzed Cross-Coupling: A Historical Contextual Perspective to the 2010 Nobel Prize

(2012) Carin C. C. Johansson Seechurn et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Insertion of benzyne into the Pd–C bond. Synthesis of unnatural amino acid derivatives by sequential insertion of benzyne and CO: 2,2′-functionalized biaryls containing alkylamino and carboxymethyl substituents. Isolation of stable carbopalladated-benzyne intermediates

(2012) José-Antonio García-López et al.   CHEMICAL COMMUNICATIONS

A Comprehensive History of Arynes in Natural Product Total Synthesis

(2012) Pamela M. Tadross et al.   CHEMICAL REVIEWS

Recent advances in transition-metal-free carbon–carbon and carbon–heteroatom bond-forming reactions using arynes

(2012) Anup Bhunia et al.   CHEMICAL SOCIETY REVIEWS

Transition-Metal-Free Atropo-Selective Synthesis of Biaryl Compounds Based on Arynes

(2012) Frédéric R. Leroux et al.   CHEMISTRY-A EUROPEAN JOURNAL

Chemo- and Regioselective Assembly of Polysubstituted Pyridines and Isoquinolines from Isocyanides, Arynes, and Terminal Alkynes

(2012) Feng Sha et al.   JOURNAL OF ORGANIC CHEMISTRY

Palladium-Catalyzed Annulation of Arynes by o-Halobenzamides: Synthesis of Phenanthridinones

(2012) Chun Lu et al.   JOURNAL OF ORGANIC CHEMISTRY

The hexadehydro-Diels–Alder reaction

(2012) Thomas R. Hoye et al.   NATURE

Regioselective reactions of 3,4-pyridynes enabled by the aryne distortion model

(2012) Adam E. Goetz et al.   Nature Chemistry

Regioselective synthesis of 2-(2-hydroxyaryl)pyridines from the reactions of benzynes with pyridine N-oxides

(2012) Balagopal S. Shaibu et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Use of benzynes for the synthesis of heterocycles

(2012) Anton V. Dubrovskiy et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Direct Intermolecular Aniline Ortho-Arylation via Benzyne Intermediates

(2012) Thanh Truong et al.   ORGANIC LETTERS

Design and Application of New Imidazolylsulfonate-Based Benzyne Precursor: An Efficient Triflate Alternative

(2012) Szabolcs Kovács et al.   ORGANIC LETTERS

Divergent reaction pathways for phenol arylation by arynes: synthesis of helicenes and 2-arylphenols

(2012) Thanh Truong et al.   Chemical Science

Transition-Metal-Free Direct Arylation of Anilines

(2011) Tracey Pirali et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Bromine–lithium exchange: An efficient tool in the modular construction of biaryl ligands

(2011) Laurence Bonnafoux et al.   Beilstein Journal of Organic Chemistry

Synthesis of Pyrido[1,2-b]indazoles via Aryne [3 + 2] Cycloaddition withN-Tosylpyridinium Imides

(2011) Jingjing Zhao et al.   JOURNAL OF ORGANIC CHEMISTRY

Base-Mediated Intermolecular sp2C−H Bond Arylation via Benzyne Intermediates

(2011) Thanh Truong et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Aryne [3 + 2] cycloaddition with N-sulfonylpyridinium imides and in situ generated N-sulfonylisoquinolinium imides: a potential route to pyrido[1,2-b]indazoles and indazolo[3,2-a]isoquinolines

(2011) Jingjing Zhao et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Tandem Phospha-Friedel−Crafts Reaction toward Curved π-Conjugated Frameworks with a Phosphorus Ring Junction

(2011) Takuji Hatakeyama et al.   ORGANIC LETTERS

A Domino Process for Benzyne Preparation: Dual Activation ofo-(Trimethylsilyl)phenols by Nonafluorobutanesulfonyl Fluoride

(2011) Takashi Ikawa et al.   ORGANIC LETTERS

A novel one-pot pseudo-four-component isocyanide-based reaction: an unexpected approach for the synthesis of tetrahydrodiisoindoloquinoxalines and tetrahydrobenzodiisoindoloquinoxalines

(2011) Ahmad Shaabani et al.   TETRAHEDRON

An alkynylboronate cycloaddition strategy to functionalised benzyne derivatives

(2010) James D. Kirkham et al.   CHEMICAL COMMUNICATIONS

Palladium-catalyzed annulations of arynes with 2-(2-iodophenoxy)-1-substituted ethanones

(2010) Rong-Jiang Li et al.   CHEMICAL COMMUNICATIONS

Generation of benzyne from benzoic acid using C–H activation

(2010) Alastair A. Cant et al.   CHEMICAL COMMUNICATIONS

A New and Practical Grignard-Coupling-Fluorination Sequence: Synthesis of 2-Aryl Fluoroarenes

(2010) Pazhamalai Anbarasan et al.   Chemistry-An Asian Journal

meta-Terphenyl Phosphaalkenes Bearing Electron-Donating and -Accepting Groups

(2010) Vittal B. Gudimetla et al.   EUROPEAN JOURNAL OF INORGANIC CHEMISTRY

Regioselectivity in the Aryne Cross-Coupling of Aryllithiums with Functionalized 1,2-Dibromobenzenes

(2010) Vincent Diemer et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Synthesis and Structure ofm-Terphenyl Thio-, Seleno-, and Telluroethers

(2010) Uzma I. Zakai et al.   JOURNAL OF ORGANIC CHEMISTRY

Encapsulation of the uranyl dication

(2010) Stephan Beer et al.   Chemical Science

A Multicomponent Reaction of Arynes, Isocyanides, and Terminal Alkynes: Highly Chemo- and Regioselective Synthesis of Polysubstituted Pyridines and Isoquinolines

(2009) Feng Sha et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Nickel-catalyzed [2 + 2 + 2] cycloaddition of arynes and an unactivated alkene: synthesis of 9,10-dihydrophenanthrene derivatives

(2009) Nozomi Saito et al.   CHEMICAL COMMUNICATIONS

Copper-catalysed bromoalkynylation of arynes

(2009) Takami Morishita et al.   CHEMICAL COMMUNICATIONS

Insertion of Arynes into Carbon–Chlorine Bonds of Chlorotriazines

(2009) Hiroto Yoshida et al.   CHEMISTRY LETTERS

Palladium-Catalyzed Cocyclotrimerization of Allenes with Arynes: Selective Synthesis of Phenanthrenes

(2009) Yi-Lin Liu et al.   JOURNAL OF ORGANIC CHEMISTRY

RECENT APPLICATIONS OF ARYNE CHEMISTRY TO ORGANIC SYNTHESIS. A REVIEW

(2009) Roberto Sanz   ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL

Synthesis of 2,6-Diarylphenyldimethylsilyl Cations: Polar-π Distribution of Cation Character

(2008) Simon Duttwyler et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Biaryl Phosphane Ligands in Palladium-Catalyzed Amination

(2008) David S. Surry et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Gold-catalyzed efficient tandem assembly of terminal alkynes and arynes: synthesis of alkynylated biphenyl derivatives

(2008) Chunsong Xie et al.   CHEMICAL COMMUNICATIONS

An Example of Node-Based Postassembly Elaboration of a Hydrogen-Sorbing, Metal−Organic Framework Material

(2008) Omar K. Farha et al.   INORGANIC CHEMISTRY

Direct Transition-Metal-Free Intramolecular Arylation of Phenols

(2008) Gan B. Bajracharya et al.   ORGANIC LETTERS

Copper-Catalyzed 2:1 Coupling Reaction of Arynes with Alkynes

(2008) Hiroto Yoshida et al.   ORGANIC LETTERS

Pd(OAc)2-catalyzed domino reactions of 1,2-dihaloarenes and 2-haloaryl arenesulfonates with Grignard reagents: efficient synthesis of substituted fluorenes

(2008) Cheng-Guo Dong et al.   TETRAHEDRON

A brand-new Pd-mediated generation of benzyne and its [2+2+2] cycloaddition: δ-carbon elimination and concomitant decarboxylation

(2008) Hoo Sook Kim et al.   TETRAHEDRON LETTERS

Duplexiphane:  A Polyaromatic Receptor Containing Two Adjoined Δ-Shaped Cavities for an Efficient Hopping of a Single Silver Cation

(2007) Susanna J. Emond et al.   ORGANIC LETTERS