Aryl Diazonium Salt‐Triggered Cyclization and Cycloaddition Reactions: Past, Present, and Future

Cu-Mediated Expeditious Annulation of Alkyl 3-Aminoacrylates with Aryldiazonium Salts: Access to Alkyl N2-Aryl 1,2,3-Triazole-carboxylates for Druglike Molecular Synthesis

(2020) Hao-Nan Liu et al.   ORGANIC LETTERS

Regioselective synthesis of carboxylic and fluoromethyl tetrazoles enabled by silver-catalyzed cycloaddition of diazoacetates and aryl diazonium salts

(2020) Ming-Yang Xiao et al.   TETRAHEDRON

Diazo Activation with Diazonium Salts: Synthesis of Indazole and 1,2,4-Triazole

(2020) Xuming Li et al.   ORGANIC LETTERS

Oral sitafloxacin vs intravenous ceftriaxone followed by oral cefdinir for acute pyelonephritis and complicated urinary tract infection: a randomized controlled trial

(2019) ฺBannakij Lojanapiwat et al.   Infection and Drug Resistance

Diazonium Salts as Nitrogen-Based Lewis Acids

(2019) J. Slootweg et al.   SYNLETT

Tetrazoles via Multicomponent Reactions

(2019) Constantinos G. Neochoritis et al.   CHEMICAL REVIEWS

Synthesis of Structurally Diverse Benzotriazoles via Rapid Diazotization and Intramolecular Cyclization of 1,2-Aryldiamines

(2019) Réka J. Faggyas et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Diaryl-λ3-chloranes: Versatile Synthesis and Unique Reactivity as Aryl Cation Equivalent

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

Silver-Catalyzed [3 + 3] Dipolar Cycloaddition of Trifluorodiazoethane and Glycine Imines: Access to Highly Functionalized Trifluoromethyl-Substituted Triazines and Pyridines

(2019) Zhen Chen et al.   ACS Catalysis

Construction of Difluoromethylated Tetrazoles via Silver-Catalyzed Regioselective [3 + 2] Cycloadditions of Aryl Diazonium Salts

(2019) Xing Peng et al.   ORGANIC LETTERS

[3+2]-Cycloaddition of α-Diazocarbonyl Compounds with Arenediazonium Salts Catalyzed by Silver Nitrate Delivers 2,5-Disubstituted Tetrazoles

(2019) Sergey Chuprun et al.   SYNTHESIS-STUTTGART

Copper‐Catalyzed Cyclization of Aryl Amines and Aryldiazonium Salts under Air: Access to N ‐2‐Aryl‐Naphthotriazoles

(2019) Chuanle Zhu et al.   ADVANCED SYNTHESIS & CATALYSIS

Light-Induced Mechanistic Divergence in Gold(I) Catalysis: Revisiting the Reactivity of Diazonium Salts

(2019) Svenja Taschinski et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Aryldiazonium Salts Serve as a Dual Synthon: Construction of Fully Substituted Pyrazoles via Rongalite-Mediated Three-Component Radical Annulation Reaction

(2019) Miao Wang et al.   ORGANIC LETTERS

Copper(II)-Catalyzed C–H Nitrogenation/Annulation Cascade of Ketene N,S-Acetals with Aryldiazonium Salts: A Direct Access to N2-Substituted Triazole and Triazine Derivatives

(2019) Ping Wu et al.   ORGANIC LETTERS

Catalytic Direct Regioselective Synthesis of Phosphonylated Tetrazoles from Aryl Diazonium Salts and Seyferth-Gilbert Reagent

(2019) Shi-Jing Zhai et al.   ORGANIC LETTERS

Renaissance of Sandmeyer-Type Reactions: Conversion of Aromatic C–N Bonds into C–X Bonds (X = B, Sn, P, or CF3)

(2018) Fanyang Mo et al.   ACCOUNTS OF CHEMICAL RESEARCH

Acid-Promoted Bicyclization of Diaryl Alkynes: Synthesis of 2H-Indazoles with in Situ Generated Diazonium Salt as Nitrogen Source

(2018) Cheng Zhang et al.   JOURNAL OF ORGANIC CHEMISTRY

Sterically Shielded, Stabilized Nitrile Imine for Rapid Bioorthogonal Protein Labeling in Live Cells

(2018) Peng An et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Synthesis and Pharmacological Activities of Pyrazole Derivatives: A Review

(2018) Khalid Karrouchi et al.   MOLECULES

Organic synthesis provides opportunities to transform drug discovery

(2018) David C. Blakemore et al.   Nature Chemistry

In Situ Generation of Nitrilimines from Aryldiazonium Salts and Diazo Esters: Synthesis of Fully Substituted Pyrazoles under Room Temperature

(2018) Ying Shao et al.   ORGANIC LETTERS

Copper-catalyzed coupling of oxime acetates and aryldiazonium salts: an azide-free strategy toward N-2-aryl-1,2,3-triazoles

(2018) Chuanle Zhu et al.   Organic Chemistry Frontiers

Transition Metal Free Cycloamination of Prenyl Carbamates and Ureas Promoted by Aryldiazonium Salts

(2018) Roman Abrams et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Unravelling the Mysteries of [3+2] Cycloaddition Reactions

(2018) Mar Ríos-Gutiérez et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

[3 + 2] Cycloaddition of Nitrile Ylides with Diazonium Salts: Copper-Catalyzed One-Pot Synthesis of Fully Substituted 1,2,4-Triazoles

(2018) Huihuang Li et al.   ORGANIC LETTERS

Recent Advances in Indazole-Containing Derivatives: Synthesis and Biological Perspectives

(2018) Shu-Guang Zhang et al.   MOLECULES

[3 + 2] Cycloaddition of Isocyanides with Aryl Diazonium Salts: Catalyst-Dependent Regioselective Synthesis of 1,3- and 1,5-Disubstituted 1,2,4-Triazoles

(2018) Jian-Quan Liu et al.   ORGANIC LETTERS

Synthesis of 11C-Labeled RXR Partial Agonist 1-[(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)amino]benzotriazole-5-carboxylic Acid (CBt-PMN) by Direct [11C]Carbon Dioxide Fixation via Organolithiation of Trialkyltin Precursor and PET Imaging Thereof

(2017) Osamu Shibahara et al.   JOURNAL OF MEDICINAL CHEMISTRY

Synthesis of 1,2,3-Triazolo[4,5-h]quinolone Derivatives with Novel Anti-Microbial Properties against Metronidazole Resistant Helicobacter pylori

(2017) Mohammad Abu-Sini et al.   MOLECULES

The discovery of pyridinium 1,2,4-triazines with enhanced performance in bioconjugation reactions

(2017) Sebastian J. Siegl et al.   Chemical Science

Activation of Dinitrogen as A Dipolarophile in 1,3-Dipolar Cycloadditions: A Theoretical Study Using Nitrile Imines as “Octet” 1,3-Dipoles

(2017) M. Merced Montero-Campillo et al.   Scientific Reports

Visible-light-induced photocatalytic azotrifluoromethylation of alkenes with aryldiazonium salts and sodium triflinate

(2016) Xing-Long Yu et al.   CHEMICAL COMMUNICATIONS

2-Aryl-5-carboxytetrazole as a New Photoaffinity Label for Drug Target Identification

(2016) András Herner et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Efficient and recyclable copper-based MOF-catalyzed N-arylation of N-containing heterocycles with aryliodides

(2016) Zihao Li et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Modern advances in heterocyclic chemistry in drug discovery

(2016) Alexandria P. Taylor et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Dehydrogenative [2 + 2 + 1] Heteroannulation Using a Methyl Group as a One-Carbon Unit: Access to Pyrazolo[3,4-c]quinolines

(2016) Guo-Bo Deng et al.   ORGANIC LETTERS

BF3-Etherate-Promoted Cascade Reaction of 2-Alkynylanilines with Nitriles: One-Pot Assembly of 4-Amido-Cinnolines

(2016) Gopal Chandru Senadi et al.   ORGANIC LETTERS

Construction of 1,2,4-Triazole Derivatives via Cyclocondensation of Alkylidene Dihydropyridines and Aryldiazonium Salts

(2016) Madhur S. Joshi et al.   ORGANIC LETTERS

Nucleophilic substitution of 4-bromo-5-nitrophthalodinitrile: XIII. Synthesis and properties of 4-(1-benzotriazolyl)-5-(4-tritylphenoxy)phthalonitrile and phthalocyanines based thereon

(2016) S. A. Znoyko et al.   RUSSIAN JOURNAL OF GENERAL CHEMISTRY

Synthesis of 2-aryl-2H-tetrazoles via a regioselective [3+2] cycloaddition reaction

(2016) Remi Patouret et al.   TETRAHEDRON LETTERS

Regioselective copper-diamine-catalyzed C–H arylation of 1,2,4-triazole ring with aryl bromides

(2016) Zaini Jamal et al.   RSC Advances

A MODULAR SYNTHESIS OFN-BENZOTRIAZOLE UREAS USING ALKYLATION OF 5-NITROBENZOTRIAZOLE

(2016) Aleš Machara et al.   ChemistrySelect

Functionalization of nanomaterials with aryldiazonium salts

(2015) Ahmed A. Mohamed et al.   ADVANCES IN COLLOID AND INTERFACE SCIENCE

The Triple-Bond Metathesis of Aryldiazonium Salts: A Prospect for Dinitrogen Cleavage

(2015) Aaron D. Lackner et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Identification and optimisation of a series of tetrahydrobenzotriazoles as metabotropic glutamate receptor 5-selective positive allosteric modulators that improve performance in a preclinical model of cognition

(2015) John M. Ellard et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Silver-catalyzed regioselective [3+2] cycloaddition of arene-diazonium salts with 2,2,2-trifluorodiazoethane (CF3CHN2): a facile access to 2-aryl-5-trifluoromethyltetrazoles

(2015) Zhen Chen et al.   CHEMICAL COMMUNICATIONS

Strain-Promoted Reaction of 1,2,4-Triazines with Bicyclononynes

(2015) Katherine A. Horner et al.   CHEMISTRY-A EUROPEAN JOURNAL

Synthesis of indazole motifs and their medicinal importance: An overview

(2015) Digambar D. Gaikwad et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Recent advances in bioactive pyrazoles

(2015) Ş.Güniz Küçükgüzel et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Benzotriazole: An overview on its versatile biological behavior

(2015) I. Briguglio et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Fragment-Based Discovery of a Small Molecule Inhibitor of Bruton’s Tyrosine Kinase

(2015) Christopher R. Smith et al.   JOURNAL OF MEDICINAL CHEMISTRY

Structurally Rigid 9-Amino-benzo[c]cinnoliniums Make Up a Class of Compact and Large Stokes-Shift Fluorescent Dyes for Cell-Based Imaging Applications

(2015) Yanming Shen et al.   JOURNAL OF ORGANIC CHEMISTRY

1,2,4-Triazines Are Versatile Bioorthogonal Reagents

(2015) David N. Kamber et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Biopharmaceutic Risk Assessment of Brand and Generic Lamotrigine Tablets

(2015) Soundarya Vaithianathan et al.   MOLECULAR PHARMACEUTICS

One-Pot Reactions for Synthesis of 2,5-Substituted Tetrazoles from Aryldiazonium Salts and Amidines

(2015) Mani Ramanathan et al.   ORGANIC LETTERS

Ligand-free copper(0) catalyzed direct C–H arylation of 1,2,4-triazoles and 1,3,4-oxadiazoles with aryl iodides in PEG-400

(2015) Ramu Tadikonda et al.   TETRAHEDRON LETTERS

Handling diazonium salts in flow for organic and material chemistry

(2015) Nicolas Oger et al.   Organic Chemistry Frontiers

Cascade Multicomponent Synthesis of Indoles, Pyrazoles, and Pyridazinones by Functionalization of Alkenes

(2014) Kiran Matcha et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

A new mild synthetic route to N-arylated pyridazinones from aryldiazonium salts

(2014) Ouissam El Bakouri et al.   CHEMICAL COMMUNICATIONS

Multistep Flow Synthesis of 5-Amino-2-aryl-2H-[1,2,3]-triazole-4-carbonitriles

(2014) Jérôme Jacq et al.   CHEMISTRY-A EUROPEAN JOURNAL

N-Arylation of Heterocycles Promoted by Cyclen Derivatives

(2014) Bao-Hua Zhang et al.   JOURNAL OF HETEROCYCLIC CHEMISTRY

Rings in Drugs

(2014) Richard D. Taylor et al.   JOURNAL OF MEDICINAL CHEMISTRY

Analysis of the Structural Diversity, Substitution Patterns, and Frequency of Nitrogen Heterocycles among U.S. FDA Approved Pharmaceuticals

(2014) Edon Vitaku et al.   JOURNAL OF MEDICINAL CHEMISTRY

Removal of amino groups from anilines through diazonium salt-based reactions

(2014) Linman He et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Using Aryl Diazonium Salts in Palladium-Catalyzed Reactions under Safer Conditions

(2014) Nicolas Oger et al.   ORGANIC PROCESS RESEARCH & DEVELOPMENT

Nucleophilic substitution in 4-bromo-5-nitrophthalodinitrile: XI. Preparation, properties, and prediction of mesomorphism in mixed-substituted phthalocyanines containing aryloxy and benzotriazole fragments

(2014) S. A. Znoiko et al.   RUSSIAN JOURNAL OF GENERAL CHEMISTRY

Nano copper(i) oxide/zinc oxide catalyzed N-arylation of nitrogen-containing heterocycles with aryl halides and arylboronic acids in air

(2014) Mona Hosseini-Sarvari et al.   RSC Advances

The Photocatalyzed Meerwein Arylation: Classic Reaction of Aryl Diazonium Salts in a New Light

(2013) Durga Prasad Hari et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Continuous-Flow Synthesis of 1-Substituted Benzotriazoles from Chloronitrobenzenes and Amines in a CN Bond Formation/Hydrogenation/Diazotization/Cyclization Sequence

(2013) Mao Chen et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

C–H Bonds as Ubiquitous Functionality: Preparation of Multiple Regioisomers of Arylated 1,2,4-Triazoles via C–H Arylation

(2013) Jung Min Joo et al.   JOURNAL OF ORGANIC CHEMISTRY

One-Pot Formation of 1,3,4-Oxadiazol-2(3H)-ones and Dibenzo[c,e]azepines by Concomitant Cathodic Reduction of Diazonium Salts and Phenanthrenequinones

(2013) Belen Batanero et al.   JOURNAL OF ORGANIC CHEMISTRY

Fluorogenic, Two-Photon-Triggered Photoclick Chemistry in Live Mammalian Cells

(2013) Zhipeng Yu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Recent applications of arene diazonium salts in organic synthesis

(2013) Fanyang Mo et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Preparation and Chemistry of 3/5-Halogenopyrazoles

(2012) Yves L. Janin   CHEMICAL REVIEWS

Synthesis and pharmacological evaluation of pyrazolo[4,3-c]cinnoline derivatives as potential anti-inflammatory and antibacterial agents

(2012) Rajiv Kumar Tonk et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Synthesis and Functionalization of 5-Substituted Tetrazoles

(2012) Jaroslav Roh et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

A highly efficient Cu-catalyst system for N-arylation of azoles in water

(2012) Deping Wang et al.   GREEN CHEMISTRY

Synthesis of diversely fluorinated pyrazoles as novel active agrochemical ingredients

(2012) Florence Giornal et al.   JOURNAL OF FLUORINE CHEMISTRY

The developability of heteroaromatic and heteroaliphatic rings – do some have a better pedigree as potential drug molecules than others?

(2012) Timothy J. Ritchie et al.   MedChemComm

RXR Partial Agonist CBt-PMN Exerts Therapeutic Effects on Type 2 Diabetes without the Side Effects of RXR Full Agonists

(2012) Hiroki Kakuta et al.   ACS Medicinal Chemistry Letters

Photoinducible Bioorthogonal Chemistry: A Spatiotemporally Controllable Tool to Visualize and Perturb Proteins in Live Cells

(2011) Reyna K. V. Lim et al.   ACCOUNTS OF CHEMICAL RESEARCH

Aryl Diazonium versus Iodonium Salts: Preparation, Applications and Mechanisms for the Suzuki-Miyaura Cross-Coupling Reaction

(2011) Hélène Bonin et al.   ADVANCED SYNTHESIS & CATALYSIS

Discovery of new photoactivatable diaryltetrazoles for photoclick chemistry via ‘scaffold hopping’

(2011) Zhipeng Yu et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

From 2000 to Mid-2010: A Fruitful Decade for the Synthesis of Pyrazoles

(2011) Santos Fustero et al.   CHEMICAL REVIEWS

Synthesis of azobenzenes: the coloured pieces of molecular materials

(2011) Estíbaliz Merino   CHEMICAL SOCIETY REVIEWS

Aryl diazonium salts: a new class of coupling agents for bonding polymers, biomacromolecules and nanoparticles to surfaces

(2011) Samia Mahouche-Chergui et al.   CHEMICAL SOCIETY REVIEWS

The Medicinal Chemist’s Toolbox: An Analysis of Reactions Used in the Pursuit of Drug Candidates

(2011) Stephen D. Roughley et al.   JOURNAL OF MEDICINAL CHEMISTRY

Inverse Electron Demand Diels–Alder Reactions of 1,2,3-Triazines: Pronounced Substituent Effects on Reactivity and Cycloaddition Scope

(2011) Erin D. Anderson et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Rapid, Photoactivatable Turn-On Fluorescent Probes Based on an Intramolecular Photoclick Reaction

(2011) Zhipeng Yu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

A convenient and efficient protocol for the synthesis of 4(1H)-cinnolones, 1,4-dihydrocinnolines, and cinnolines in aqueous medium: application for detection of nitrite ions

(2011) Raju Dey et al.   TETRAHEDRON

Recent advances in the Heck–Matsuda reaction in heterocyclic chemistry

(2011) François-Xavier Felpin et al.   TETRAHEDRON

Synthesis and Structure of Benzotriazolyl Fluorenes

(2010) Kwang-Hee KohPark et al.   BULLETIN OF THE KOREAN CHEMICAL SOCIETY

Triazoloacridin-6-ones as novel inhibitors of the quinone oxidoreductases NQO1 and NQO2

(2009) Karen A. Nolan et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Addressing species specific metabolism and solubility issues in a quinoline series of oral PDE4 inhibitors

(2009) C. Lunniss et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Synthesis and Evaluation of Photoreactive Tetrazole Amino Acids

(2009) Yizhong Wang et al.   ORGANIC LETTERS

Preparation of Polyfunctional Indazoles and Heteroarylazo Compounds Using Highly Functionalized Zinc Reagents

(2009) Benjamin Haag et al.   ORGANIC LETTERS

The effect of substrate structure on the direction of cyclization of ortho-alkynylbenzene diazonium salts

(2009) Lidiya G. Fedenok et al.   TETRAHEDRON LETTERS

Intermolecular Olefin Functionalisation Involving Aryl Radicals Generated from Arenediazonium Salts

(2008) Markus R. Heinrich   CHEMISTRY-A EUROPEAN JOURNAL

Recent Advances in the Chemistry of Indazoles

(2008) Andreas Schmidt et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Tricyclic [1,2,4]Triazine 1,4-Dioxides As Hypoxia Selective Cytotoxins

(2008) Michael P. Hay et al.   JOURNAL OF MEDICINAL CHEMISTRY

Discovery of 5-[[4-[(2,3-Dimethyl-2H-indazol-6-yl)methylamino]-2-pyrimidinyl]amino]-2-methyl-benzenesulfonamide (Pazopanib), a Novel and Potent Vascular Endothelial Growth Factor Receptor Inhibitor†

(2008) Philip A. Harris et al.   JOURNAL OF MEDICINAL CHEMISTRY

Synthesis of Annulated 2H-Indazoles and 1,2,3- and 1,2,4-Triazoles via a One-Pot Palladium-Catalyzed Alkylation/Direct Arylation Reaction

(2008) Benoît Laleu et al.   JOURNAL OF ORGANIC CHEMISTRY

A General Method for Copper-Catalyzed Arylation of Arene C−H Bonds

(2008) Hien-Quang Do et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Unusually Stable, Versatile, and Pure Arenediazonium Tosylates: Their Preparation, Structures, and Synthetic Applicability

(2008) Victor D. Filimonov et al.   ORGANIC LETTERS