Uncovering the Neglected Similarities of Arynes and Donor-Acceptor Cyclopropanes

Transition-Metal-Free Thioamination of Arynes Using Sulfenamides

(2019) Rahul N. Gaykar et al.   ORGANIC LETTERS

(3+3)-Annulation of Carbonyl Ylides with Donor-Acceptor Cyclopropanes: Synergistic Dirhodium(II) and Lewis Acid Catalysis

(2019) Martin Petzold et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Cyclic Alkyne Approach to Heteroatom-Containing Polycyclic Aromatic Hydrocarbon Scaffolds

(2019) Evan Darzi et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Novel Dyes Based on Extended Fulvene Motifs: Synthesis via Redox Reactions of Naphthoquinones with Donor‐Acceptor Cyclopropanes and Their Spectroelectrochemical Behavior

(2019) Daniel B. Werz et al.   CHEMISTRY-A EUROPEAN JOURNAL

Iodide as a Nucleophilic Trigger in Aryne Three-Component Coupling for the Synthesis of 2-Iodobenzyl Alcohols

(2019) Subrata Bhattacharjee et al.   ORGANIC LETTERS

Ring‐Opening 1,3‐Aminochalcogenation of Donor‐Acceptor Cyclopropanes: A Three‐Component Approach

(2019) Daniel B. Werz et al.   CHEMISTRY-A EUROPEAN JOURNAL

One-Pot, Three-Aryne Cascade Strategy for Naphthalene Formation from 1,3-Diynes and 1,2-Benzdiyne Equivalents

(2019) Xiao Xiao et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Catalytic Enantioselective Cloke-Wilson Rearrangement

(2018) Alesandere Ortega et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Lewis Acid Catalyzed Stereoselective Dearomative Coupling of Indolylboron Ate Complexes with Donor-Acceptor Cyclopropanes and Alkyl Halides

(2018) Saikat Das et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Lewis Acid Catalyzed Enantioselective Desymmetrization of Donor-Acceptor meso -Diaminocyclopropanes

(2018) Daniele Perrotta et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

(3+3)-Annulation of Donor-Acceptor Cyclopropanes with Diaziridines

(2018) Alexey O. Chagarovskiy et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Recent advances in molecular rearrangements involving aryne intermediates

(2018) Tony Roy et al.   CHEMICAL COMMUNICATIONS

An Expeditious Route to trans -Configured Tetrahydrothiophenes Enabled by Fe(OTf)3 -Catalyzed [3+2] Cycloaddition of Donor-Acceptor Cyclopropanes with Thionoesters

(2018) Yohei Matsumoto et al.   CHEMISTRY-A EUROPEAN JOURNAL

Domino Aryne Annulation via a Nucleophilic–Ene Process

(2018) Hai Xu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

The Cyclopropyl Group as a Neglected Donor in Donor–Acceptor Cyclopropane Chemistry

(2018) Alexander Kreft et al.   ORGANIC LETTERS

Formal Insertion of Thioketenes into Donor–Acceptor Cyclopropanes by Lewis Acid Catalysis

(2018) André U. Augustin et al.   ORGANIC LETTERS

Nucleophilic Ring Opening of Donor–Acceptor Cyclopropanes Catalyzed by a Brønsted Acid in Hexafluoroisopropanol

(2018) Edward Richmond et al.   ORGANIC LETTERS

Formal Insertion of Imines (or Nitrogen Heteroarenes) and Arynes into the C–Cl Bond of Carbon Tetrachloride

(2018) Sheng-Jun Li et al.   ORGANIC LETTERS

Aryne Trifunctionalization Enabled by 3-Silylaryne as a 1,2-Benzdiyne Equivalent

(2018) Chunjie Lv et al.   ORGANIC LETTERS

Synthesis of five-membered cyclic nitrones based on the Lewis acid-catalysed [3+2]-annulation reaction of donor–acceptor cyclopropanes with 1,4,2-dioxazoles

(2018) Zhe-Hao Wang et al.   CHEMICAL COMMUNICATIONS

Kinetic Studies of Donor-Acceptor Cyclopropanes: Is Reactivity Predictably Related to Structural and Electronic Properties?

(2018) Daniel B. Werz et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Stereoselective Insertion of Benzynes into Lawsones: Synthesis of Biologically Important Benzannulated Bicyclo[3.3.0]octanes

(2018) A. Suresh Kumar et al.   CHEMISTRY-A EUROPEAN JOURNAL

Recent advances in reactions between arynes and organosulfur compounds

(2018) Tsubasa Matsuzawa et al.   TETRAHEDRON LETTERS

Intriguing Electrophilic Reactivity of Donor-Acceptor Cyclopropanes: Experimental and Theoretical Studies

(2017) Maxime Dousset et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Synthesis of 2-Unsubstituted Pyrrolidines and Piperidines from Donor–Acceptor Cyclopropanes and Cyclobutanes: 1,3,5-Triazinanes as Surrogates for Formylimines

(2017) Lennart K. B. Garve et al.   JOURNAL OF ORGANIC CHEMISTRY

Recent advances in fluoride-free aryne generation from arene precursors

(2017) Fahima I. M. Idiris et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Enantioselective Three-Step Synthesis of Homo-β-proline: A Donor–Acceptor Cyclopropane as Key Intermediate

(2017) Ludwig K. A. Pilsl et al.   ORGANIC LETTERS

Highly Selective Synthesis of Dihydrobenzo[d]isoxazoles and Dihydrobenzo[d]oxazoles from Oximes and Arynes via in Situ Generation of Nitrones

(2017) Tuanli Yao et al.   ORGANIC LETTERS

Lewis Acid Catalyzed Diastereoselective Cycloaddition Reactions of Donor–Acceptor Cyclopropanes and Vinyl Azides: Synthesis of Functionalized Azidocyclopentane and Tetrahydropyridine Derivatives

(2017) Raghunath Dey et al.   ORGANIC LETTERS

Dearomatization of electron poor six-membered N-heterocycles through [3 + 2] annulation with aminocyclopropanes

(2017) Johannes Preindl et al.   Chemical Science

Aryne-Imine-Aryne Coupling Reaction via [4+2] Cycloaddition between Aza-o -Quinone Methides and Arynes

(2017) Hiroto Yoshida et al.   Asian Journal of Organic Chemistry

Methodology and applications of the hexadehydro-Diels–Alder (HDDA) reaction

(2017) Oliver J. Diamond et al.   Organic Chemistry Frontiers

Employing Arynes in Diels–Alder Reactions and Transition-Metal-Free Multicomponent Coupling and Arylation Reactions

(2016) Sachin Suresh Bhojgude et al.   ACCOUNTS OF CHEMICAL RESEARCH

Sulfonium Ylides by (3+2) Cycloaddition of Arynes with Vinyl Sulfides: Stereoselective Synthesis of Highly Substituted Alkenes

(2016) Yuanming Li et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

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

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

Lewis Acid Catalyzed Selective Reactions of Donor-Acceptor Cyclopropanes with 2-Naphthols

(2016) Trinadh Kaicharla et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Temporary Generation of a Cyclopropyl Oxocarbenium Ion Enables Highly Diastereoselective Donor-Acceptor Cyclopropane Cycloaddition

(2016) Juliette Sabbatani et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Synthesis of biaryls using aryne intermediates

(2016) José-Antonio García-López et al.   CHEMICAL SOCIETY REVIEWS

Domino-Ring Opening-Cyclization (DROC) of Donor-Acceptor (DA) Cyclopropanes

(2016) Ranadeep Talukdar et al.   ISRAEL JOURNAL OF CHEMISTRY

The Annulation of Nitrones and Donor-Acceptor Cyclopropanes: A Personal Account of our Adventures to Date

(2016) Michael A. Kerr   ISRAEL JOURNAL OF CHEMISTRY

[3 + 3]-Cycloaddition of Donor–Acceptor Cyclopropanes with Nitrile Imines Generated in Situ: Access to Tetrahydropyridazines

(2016) Lennart K. B. Garve et al.   ORGANIC LETTERS

Ring-Opening 1,3-Halochalcogenation of Cyclopropane Dicarboxylates

(2016) Jan Wallbaum et al.   ORGANIC LETTERS

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

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

Exploiting amphiphilicity: facile metal free access to thianthrenes and related sulphur heterocycles

(2015) Martin Pawliczek et al.   CHEMICAL COMMUNICATIONS

[4+3] Cycloaddition of Donor-Acceptor Cyclopropanes with Amphiphilic Benzodithioloimine as Surrogate for ortho -Bisthioquinone

(2015) Lennart K. B. Garve et al.   CHEMISTRY-A EUROPEAN JOURNAL

Lewis-Acid-Catalysed Friedel-Crafts Alk­ylation of Donor-Acceptor Cyclopropanes with Electron-Rich Benzenes to Generate 1,1-Diarylalkanes

(2015) Areum Kim et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Reacting Cyclopropenones with Arynes: Access to Spirocyclic Xanthene–Cyclopropene Motifs

(2015) Jan Wallbaum et al.   JOURNAL OF ORGANIC CHEMISTRY

Direct Thioamination of Arynes via Reaction with Sulfilimines and Migratory N-Arylation

(2015) Suguru Yoshida et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Carbocycles from donor–acceptor cyclopropanes

(2015) Huck K. Grover et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Activation of Aryl Thiocyanates Followed by Aryne Insertion: Access to 1,2-Thiobenzonitriles

(2015) Martin Pawliczek et al.   ORGANIC LETTERS

Computational predictions of substituted benzyne and indolyne regioselectivities

(2015) Elias Picazo et al.   TETRAHEDRON LETTERS

Stereospecific Formal [3+2] Dipolar Cycloaddition of Cyclopropanes with Nitrosoarenes: An Approach to Isoxazolidines

(2014) Shyamal Chakrabarty et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

A New Type of Donor-Acceptor Cyclopropane Reactivity: The Generation of Formal 1,2- and 1,4-Dipoles

(2014) Roman A. Novikov et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

A New Golden Age for Donor-Acceptor Cyclopropanes

(2014) Tobias F. Schneider et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Cyclization and annulation reactions of nitrogen-substituted cyclopropanes and cyclobutanes

(2014) F. de Nanteuil et al.   CHEMICAL COMMUNICATIONS

Diels–Alder Reaction of Tropones with Arynes: Synthesis of Functionalized Benzobicyclo[3.2.2]nonatrienones

(2014) Manikandan Thangaraj et al.   JOURNAL OF ORGANIC CHEMISTRY

Synthesis of Oxaspiranic Compounds through [3 + 2] Annulation of Cyclopropenones and Donor–Acceptor Cyclopropanes

(2014) Alexandra R. Rivero et al.   JOURNAL OF ORGANIC CHEMISTRY

The Role of Aryne Distortions, Steric Effects, and Charges in Regioselectivities of Aryne Reactions

(2014) Jose M. Medina et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Ring-Opening 1,3-Dichlorination of Donor–Acceptor Cyclopropanes by Iodobenzene Dichloride

(2014) Lennart K. B. Garve et al.   ORGANIC LETTERS

Highly Enantioselective [3+2] Annulation of Cyclic Enol Silyl Ethers with Donor-Acceptor Cyclopropanes: Accessing3a-Hydroxy [n.3.0]Carbobicycles

(2013) Hao Xu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Reactions of Arynes with Nitrosoarenes-An Approach to Substituted Carbazoles

(2013) Shyamal Chakrabarty et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Intramolecular donor–acceptor cyclopropane ring-opening cyclizations

(2013) Marchello A. Cavitt et al.   CHEMICAL SOCIETY REVIEWS

Aryne Cycloaddition Reactions in the Synthesis of Large Polycyclic Aromatic Compounds

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

Insertion of Arynes into N-Halo Bonds: A Direct Approach to o-Haloaminoarenes

(2013) Charles E. Hendrick et al.   ORGANIC LETTERS

Regio- and Diastereoselective Stepwise [8 + 3]-Cycloaddition Reaction between Tropone Derivatives and Donor–Acceptor Cyclopropanes

(2013) Alexandra R. Rivero et al.   ORGANIC LETTERS

Employing Arynes in Transition-Metal-Free Monoarylation of Aromatic Tertiary Amines

(2013) Sachin Suresh Bhojgude et al.   ORGANIC LETTERS

Catalytic Friedel–Crafts Reaction of Aminocyclopropanes

(2013) Florian de Nanteuil et al.   ORGANIC LETTERS

Asymmetric Synthesis of Indole Homo-Michael Adducts via Dynamic Kinetic Friedel–Crafts Alkylation with Cyclopropanes

(2013) Steven M. Wales et al.   ORGANIC LETTERS

Domino Reactions of Donor-Acceptor-Substituted Cyclopropanes for the Synthesis of 3,3′-Linked Oligopyrroles and Pyrrolo[3,2-e]indoles

(2012) Johannes Kaschel et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Arynes and Cyclohexyne in Natural Product Synthesis

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

Highly Enantioselective [3+3] Cycloaddition of Aromatic Azomethine Imines with Cyclopropanes Directed by π-π Stacking Interactions

(2012) You-Yun Zhou et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

One-pot synthesis of dihydrobenzisoxazoles from hydroxylamines, acetylenedicarboxylates, and arynes via in situ generation of nitrones

(2012) Pan Li et al.   CANADIAN JOURNAL OF CHEMISTRY

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

Catalytic Enantiospecific [3+2] Annulation of Aminocyclopropanes with Ketones

(2012) Fides Benfatti et al.   CHEMISTRY-A EUROPEAN JOURNAL

Synthesis of Benzisoxazolines by the Coupling of Arynes with Nitrones

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

Use of benzynes for the synthesis of heterocycles

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

A Practical and General Diels–Alder Reaction of Pentafulvenes with Arynes

(2012) Sachin Suresh Bhojgude et al.   ORGANIC LETTERS

Efficient Diels–Alder Reaction of 1,2-Benzoquinones with Arynes and Its Utility in One-Pot Reactions

(2012) Trinadh Kaicharla et al.   ORGANIC LETTERS

Transition-Metal-Free α-Arylation of β-Keto Amides via an Interrupted Insertion Reaction of Arynes

(2012) Kishor Mohanan et al.   ORGANIC LETTERS

Transition-Metal-Free C-Arylation at Room Temperature by Arynes

(2012) Ranjeet A. Dhokale et al.   ORGANIC LETTERS

Aryne Insertion into I–I σ-Bonds

(2012) Diego Rodríguez-Lojo et al.   ORGANIC LETTERS

Catalytic [3+2] Annulation of Aminocyclopropanes for the Enantiospecific Synthesis of Cyclopentylamines

(2011) Florian de Nanteuil et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

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

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

Iron-Catalyzed [3 + 2] Annulation of Aminocyclopropanes with Aldehydes: Stereoselective Synthesis of Aminotetrahydrofurans

(2011) Fides Benfatti et al.   ORGANIC LETTERS

Cyclopropane−Aldehyde Annulations at Quaternary Donor Sites: Stereoselective Access to Highly Substituted Tetrahydrofurans

(2011) Austin G. Smith et al.   ORGANIC LETTERS

An improved synthesis of 1,2-benzisoxazoles: TBAF mediated 1,3-dipolar cycloaddition of nitrile oxides and benzyne

(2010) Christian Spiteri et al.   CHEMICAL COMMUNICATIONS

Dynamic Kinetic Asymmetric Synthesis of Substituted Pyrrolidines from Racemic Cyclopropanes and Aldimines: Reaction Development and Mechanistic Insights

(2010) Andrew T. Parsons et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Synthesis of Benzisoxazoles by the [3 + 2] Cycloaddition ofin situGenerated Nitrile Oxides and Arynes

(2010) Anton V. Dubrovskiy et al.   ORGANIC LETTERS

New Synthesis of 1-Substituted-1H-indazoles via 1,3-Dipolar Cycloaddition ofin situGenerated Nitrile Imines and Benzyne

(2010) Christian Spiteri et al.   ORGANIC LETTERS

Synthesis of 2H-Indazoles by the [3 + 2] Cycloaddition of Arynes and Sydnones

(2010) Chunrui Wu et al.   ORGANIC LETTERS

Cycloaddition of benzynes and nitrile oxides: synthesis of benzisoxazoles

(2010) James A. Crossley et al.   TETRAHEDRON LETTERS

Heterocycles from cyclopropanes: applications in natural product synthesis

(2009) Cheryl A. Carson et al.   CHEMICAL SOCIETY REVIEWS

Switchable Reactions of Cyclopropanes with Enol Silyl Ethers. Controllable Synthesis of Cyclopentanes and 1,6-Dicarbonyl Compounds

(2009) Jian-Ping Qu et al.   JOURNAL OF ORGANIC CHEMISTRY

Catalytic Enantioselective Synthesis of Tetrahydrofurans: A Dynamic Kinetic Asymmetric [3 + 2] Cycloaddition of Racemic Cyclopropanes and Aldehydes

(2009) Andrew T. Parsons et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

RECENT APPLICATIONS OF ARYNE CHEMISTRY TO ORGANIC SYNTHESIS. A REVIEW

(2009) Roberto Sanz   ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL

Donor–Acceptor Cyclopropanes as Three-Carbon Components in a [4+3] Cycloaddition Reaction with 1,3-Diphenylisobenzofuran

(2008) Olga A. Ivanova et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Lewis Acid Catalyzed Reactions of Donor-Acceptor Cyclopropanes with Anthracenes

(2008) Olga A. Ivanova et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Nucleophilic Addition of Phenol Derivatives to Methyl 1-Nitrocyclopropanecarboxylates

(2008) Olga Lifchits et al.   JOURNAL OF ORGANIC CHEMISTRY

Scope and Mechanism for Lewis Acid-Catalyzed Cycloadditions of Aldehydes and Donor−Acceptor Cyclopropanes: Evidence for a Stereospecific Intimate Ion Pair Pathway

(2008) Patrick D. Pohlhaus et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Cycloadditions of Aromatic Azomethine Imines with 1,1-Cyclopropane Diesters

(2008) Christian Perreault et al.   ORGANIC LETTERS

A Mild Procedure for the Lewis Acid-Catalyzed Ring-Opening of Activated Cyclopropanes with Amine Nucleophiles

(2008) Olga Lifchits et al.   ORGANIC LETTERS

A novel α,β-unsaturated nitrone-aryne [3+2] cycloaddition and its application in the synthesis of the cortistatin core

(2008) Mingji Dai et al.   TETRAHEDRON LETTERS

Synthesis of Indazoles by the [3+2] Cycloaddition of Diazo Compounds with Arynes and Subsequent Acyl Migration

(2007) Zhijian Liu et al.   JOURNAL OF ORGANIC CHEMISTRY