Emerging approaches for the synthesis of triazoles: beyond metal-catalyzed and strain-promoted azide–alkyne cycloaddition

Metal-free [3+2] cycloaddition of azides with Tf2CCH2 for the regioselective preparation of elusive 4-(trifluoromethylsulfonyl)-1,2,3-triazoles

(2015) Benito Alcaide et al.   CHEMICAL COMMUNICATIONS

Organocatalytic 1,3-dipolar cycloaddition reaction of α,β-unsaturated ketones with azides through iminium catalysis

(2015) Wenjun Li et al.   GREEN CHEMISTRY

An Organocatalytic Azide-Aldehyde [3+2] Cycloaddition: High-Yielding Regioselective Synthesis of 1,4-Disubstituted 1,2,3-Triazoles

(2014) Dhevalapally B. Ramachary et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Lewis Base Catalyzed Aerobic Oxidative Intermolecular Azide-Zwitterion Cycloaddition

(2014) Wenjun Li et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

A Metal-Free Three-Component Reaction for the Regioselective Synthesis of 1,4,5-Trisubstituted 1,2,3-Triazoles

(2014) Joice Thomas et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Enamine/Enolate-Mediated Organocatalytic Azide-Carbonyl [3+2] Cycloaddition Reactions for the Synthesis of Densely Functionalized 1,2,3-Triazoles

(2014) Sripada S. V. Ramasastry   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

An efficient one-pot strategy for the highly regioselective metal-free synthesis of 1,4-disubstituted-1,2,3-triazoles

(2014) Akbar Ali et al.   CHEMICAL COMMUNICATIONS

An Enolate-Mediated Organocatalytic Azide-Ketone [3+2]-Cycloaddition Reaction: Regioselective High-Yielding Synthesis of Fully Decorated 1,2,3-Triazoles

(2014) Adluri B. Shashank et al.   CHEMISTRY-A EUROPEAN JOURNAL

Building better bioorthogonal reactions

(2014) Hui-Wen Shih et al.   CURRENT OPINION IN CHEMICAL BIOLOGY

Direct access to 1,2,3-triazoles through organocatalytic 1,3-dipolar cycloaddition reaction of allyl ketones with azides

(2014) Wenjun Li et al.   GREEN CHEMISTRY

p-Toluenesulfonic Acid Mediated 1,3-Dipolar Cycloaddition of Nitroolefins with NaN3 for Synthesis of 4-Aryl-NH-1,2,3-triazoles

(2014) Xue-Jing Quan et al.   ORGANIC LETTERS

I2/TBPB Mediated Oxidative Reaction of N-Tosylhydrazones with Anilines: Practical Construction of 1,4-Disubstituted 1,2,3-Triazoles under Metal-Free and Azide-Free Conditions

(2014) Zhong-Jian Cai et al.   ORGANIC LETTERS

Base-mediated reaction of vinyl bromides with aryl azides: one-pot synthesis of 1,5-disubstituted 1,2,3-triazoles

(2014) Luyong Wu et al.   TETRAHEDRON LETTERS

A general route to 1,5-disubstituted 1,2,3-triazoles with alkyl/alkyl, alkyl/aryl, aryl/aryl combinations: a metal-free, regioselective, one-pot three component approach

(2014) Santu Dey et al.   RSC Advances

A Metal-Free Multicomponent Cascade Reaction for the Regiospecific Synthesis of 1,5-Disubstituted 1,2,3-Triazoles

(2013) Guolin Cheng et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Direct access to triazole-olefins through catalytic cycloaddition of azides to unsaturated aldehydes

(2013) Wenjun Li et al.   CHEMICAL COMMUNICATIONS

Click Chemistry for Drug Development and Diverse Chemical–Biology Applications

(2013) Prakasam Thirumurugan et al.   CHEMICAL REVIEWS

Organocatalytic Triazole Formation, Followed by Oxidative Aromatization: Regioselective Metal-Free Synthesis of Benzotriazoles

(2013) Dhevalapally B. Ramachary et al.   CHEMISTRY-A EUROPEAN JOURNAL

Organocatalytic Synthesis of (Arylselanyl)phenyl-1H-1,2,3-triazole-4-carboxamides by Cycloaddition between Azidophenyl Arylselenides and β-Oxo-amides

(2013) Natália Seus et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Organocatalytic 1,3-dipolar cycloaddition reactions of ketones and azides with water as a solvent

(2013) Dwun Kit Jonathan Yeung et al.   GREEN CHEMISTRY

1,5-Disubstituted 1,2,3-Triazolylation at C1, C2, C3, C4, and C6 of Pyranosides: A Metal-Free Route to Triazolylated Monosaccharides and Triazole-Linked Disaccharides

(2013) Anirban Kayet et al.   JOURNAL OF ORGANIC CHEMISTRY

Regioselective Rapid Synthesis of Fully Substituted 1,2,3-Triazoles Mediated by Propargyl Cations

(2013) Huan Zhang et al.   ORGANIC LETTERS

Traceless Tosylhydrazone-Based Triazole Formation: A Metal-Free Alternative to Strain-Promoted Azide-Alkyne Cycloaddition

(2012) Sander S. van Berkel et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Amine-Catalyzed [3+2] Huisgen Cycloaddition Strategy for the Efficient Assembly of Highly Substituted 1,2,3-Triazoles

(2012) Lei Wang et al.   CHEMISTRY-A EUROPEAN JOURNAL

One-Pot, Two-Step Cascade Synthesis of Quinazolinotriazolobenzodiazepines

(2012) Kathryn G. Guggenheim et al.   ORGANIC LETTERS

Synthesis of arylselanyl-1H-1,2,3-triazole-4-carboxylates by organocatalytic cycloaddition of azidophenyl arylselenides with β-keto-esters

(2012) Natália Seus et al.   TETRAHEDRON

Bioconjugation with Strained Alkenes and Alkynes

(2011) Marjoke F. Debets et al.   ACCOUNTS OF CHEMICAL RESEARCH

Organocatalytic Synthesis of 1,2,3-Triazoles from Unactivated Ketones and Arylazides

(2011) Mokhtaria Belkheira et al.   CHEMISTRY-A EUROPEAN JOURNAL

Organocatalytic Enamide-Azide Cycloaddition Reactions: Regiospecific Synthesis of 1,4,5-Trisubstituted-1,2,3-Triazoles

(2011) Lee Jin Tu Danence et al.   CHEMISTRY-A EUROPEAN JOURNAL

Metal-Free 1,5-Regioselective Azide-Alkyne [3+2]-Cycloaddition

(2011) Florian Kloss et al.   Chemistry-An Asian Journal

Cellular Consequences of Copper Complexes Used To Catalyze Bioorthogonal Click Reactions

(2011) David C. Kennedy et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Advances in metal-induced oxidative stress and human disease

(2011) Klaudia Jomova et al.   TOXICOLOGY

Cyclative Cleavage through Dipolar Cycloaddition: Polymer-Bound Azidopeptidylphosphoranes Deliver Locked cis-Triazolylcyclopeptides as Privileged Protein Binders

(2010) Ahsanullah et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Click polymerization

(2010) Anjun Qin et al.   CHEMICAL SOCIETY REVIEWS

Transition-Metal-Free Catalytic Synthesis of 1,5-Diaryl-1,2,3-triazoles

(2010) Sen W. Kwok et al.   ORGANIC LETTERS

Metal-Free, Regioselective Triazole Ligations that Deliver LockedcisPeptide Mimetics

(2009) Ahsanullah et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Click Chemistry beyond Metal-Catalyzed Cycloaddition

(2009) C. Remzi Becer et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Marrying click chemistry with polymerization: expanding the scope of polymeric materials

(2009) Patricia L. Golas et al.   CHEMICAL SOCIETY REVIEWS

Surpassing the Use of Copper in the Click Functionalization of Polymeric Nanostructures: A Strain-Promoted Approach

(2009) Enrique Lallana et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

In-depth evaluation of the cycloaddition–retro-Diels–Alder reaction for in vivo targeting with [111In]-DTPA-RGD conjugates

(2009) Peter Laverman et al.   NUCLEAR MEDICINE AND BIOLOGY

Synthesis of an Antibacterial Compound Containing a 1,4-Substituted 1H-1,2,3-Triazole: A Scaleable Alternative to the “Click” Reaction

(2009) Roger Hanselmann et al.   ORGANIC PROCESS RESEARCH & DEVELOPMENT

Application of Metal‐Free Triazole Formation in the Synthesis of Cyclic RGD–DTPA Conjugates

(2008) Sander S. van Berkel et al.   CHEMBIOCHEM

Amino Acid-Catalyzed Cascade [3+2]-Cycloaddition/Hydrolysis Reactions Based on the Push-Pull Dienamine Platform: Synthesis of Highly FunctionalizedNH-1,2,3-Triazoles

(2008) Dhevalapally B. Ramachary et al.   CHEMISTRY-A EUROPEAN JOURNAL

Second-Generation Difluorinated Cyclooctynes for Copper-Free Click Chemistry

(2008) Julian A. Codelli et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Ruthenium-Catalyzed Azide−Alkyne Cycloaddition: Scope and Mechanism

(2008) Brant C. Boren et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Transition States of Strain-Promoted Metal-Free Click Chemistry:  1,3-Dipolar Cycloadditions of Phenyl Azide and Cyclooctynes

(2008) Daniel H. Ess et al.   ORGANIC LETTERS

A Hydrophilic Azacyclooctyne for Cu-Free Click Chemistry

(2008) Ellen M. Sletten et al.   ORGANIC LETTERS

In Vivo Imaging of Membrane-Associated Glycans in Developing Zebrafish

(2008) S. T. Laughlin et al.   SCIENCE

Click chemistry reactions in medicinal chemistry: Applications of the 1,3-dipolar cycloaddition between azides and alkynes

(2007) Gian Cesare Tron et al.   MEDICINAL RESEARCH REVIEWS