Transition Metal‐Mediated Functionalization of Isoxazoles: A Review

Recent Progress in the Gold-Catalyzed Annulations of Ynamides with Isoxazole Derivatives via α-Imino Gold Carbenes

(2021) Long Li et al.   SYNLETT

Iron‐Catalyzed Electrophilic Amination of Sodium Sulfinates with Anthranils

(2021) Baihui Liang et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Rapid Access to Benzimidazo[1,2-a]quinoline-Fused Isoxazoles via Pd(II)-Catalyzed Intramolecular Cross Dehydrogenative Coupling: Synthetic Versatility and Photophysical Studies

(2021) Subrata Sahoo et al.   JOURNAL OF ORGANIC CHEMISTRY

Highly Diastereo- and Enantioselective Synthesis of Tetrahydrobenzo[b]azocines via Palladium-Catalyzed [4 + 4] Cycloaddition

(2021) Can Gao et al.   ACS Catalysis

Interrupting the [Au]-Catalyzed Nitroalkyne Cycloisomerization: Trapping the Putative α-Oxo Gold Carbene with Benzo[c]isoxazole

(2021) Pawan S. Dhote et al.   ORGANIC LETTERS

Gold(I)-Catalyzed Synthesis of 3-Sulfenyl Pyrroles and Indoles by a Regioselective Annulation of Alkynyl Thioethers

(2021) Peter E. Simm et al.   ACS Catalysis

Intermolecular Interception of α-Oxo Gold Carbenes of Nitroalkyne Cycloisomerization with 1,2-Benzo[d]isoxazole: Synthesis of Functionalized Quinazoline 1-Oxides

(2021) Pawan S. Dhote et al.   JOURNAL OF ORGANIC CHEMISTRY

Nickel-Catalyzed Hydroamination of Olefins with Anthranils

(2021) Yang Gao et al.   JOURNAL OF ORGANIC CHEMISTRY

Stereogenic-at-Iron Catalysts with a Chiral Tripodal Pentadentate Ligand

(2021) Philipp S. Steinlandt et al.   ACS Catalysis

NiH-Catalyzed Hydroamination/Cyclization Cascade: Rapid Access to Quinolines

(2021) Yang Gao et al.   ACS Catalysis

Isoxazole derivatives as anticancer agent: A review on synthetic strategies, mechanism of action and SAR studies

(2021) Girish Chandra Arya et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Gold(I)-Catalyzed Highly Diastereo- and Enantioselective Cyclization-[4+3] Annulation Cascades between 2-(1-Alkynyl)-2-alken-1-ones and Anthranils

(2020) Rahul Dadabhau Kardile et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Rh(III)‐Catalyzed Selective ortho ‐C−H Amination of Benzoic Acids with Anthranils: A Facile Access to Anthranilic Acid Derivatives (AAs)

(2020) Yang Gao et al.   ChemCatChem

A Novel Approach to Highly Substituted β-Carbolines via Reductive Ring Transformation of 2-Acyl-3-isoxazolylindoles

(2020) Alexandra Kamlah et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Synthesis of Dibenzosuberones Bearing an Isoxazole Group via Palladium-Catalyzed Intramolecular C–H/C–Br Bond Cross-Coupling of Ortho-Aroylated 3,5-Diarylisoxazoles

(2020) Tung Chao et al.   JOURNAL OF ORGANIC CHEMISTRY

Rh-Catalyzed C–H Amination/Annulation of Acrylic Acids and Anthranils by Using −COOH as a Deciduous Directing Group: An Access to Diverse Quinolines

(2020) Yang Gao et al.   ORGANIC LETTERS

Ruthenium(II)‐ and Copper(II)‐Mediated Synthesis of Trisubstituted Pyrroles from Isoxazoles and Acrylate Esters

(2020) Pravin Kumar et al.   Asian Journal of Organic Chemistry

Mechanism and Origins of Product Selectivity of Au-Catalyzed Coupling Benzisoxazoles with Ynamides: A Computational Study

(2020) Ting Li et al.   ChemCatChem

Nitrene Transfer and Carbene Transfer in Gold Catalysis

(2020) Long-Wu Ye et al.   CHEMICAL REVIEWS

The main directions and recent trends in the synthesis and use of isoxazoles

(2020) Oksana B. Bondarenko et al.   Chemistry of Heterocyclic Compounds

Distinct Roles of Ag(I) and Cu(II) as Cocatalysts in Achieving Positional-Selective C–H Alkenylation of Isoxazoles: A Theoretical Investigation

(2020) Jing Zhang et al.   JOURNAL OF ORGANIC CHEMISTRY

Copper-Catalyzed Electrophilic Amination of Arylboronic Acids with Anthranils: An Access to N-Aryl-2-aminophenones

(2020) Yang Gao et al.   JOURNAL OF ORGANIC CHEMISTRY

Gold-Catalyzed Intermolecular Formal [4 + 2 + 2]-Cycloaddition of Anthranils with Allenamides

(2020) Cheng Wang et al.   ORGANIC LETTERS

Unusual Reactivity of 4-Vinyl Isoxazoles in the Copper-Mediated Synthesis of Pyridines, Employing DMSO as a One-Carbon Surrogate

(2020) Pravin Kumar et al.   ORGANIC LETTERS

Copper‐catalyzed Reaction of Anthranils with Methyl Ketones: Site‐Selective C5‐Dicarbonylation of Anthranils

(2020) Shi‐Yi Zhuang et al.   ADVANCED SYNTHESIS & CATALYSIS

Rh(III)-Catalyzed Straightforward Synthesis of Benzophenanthroline and Benzophenanthrolinone Derivatives using Anthranils

(2019) Aniruddha Biswas et al.   CHEMISTRY-A EUROPEAN JOURNAL

Catalyst Control in Positional-Selective C–H Alkenylation of Isoxazoles and a Ruthenium-Mediated Assembly of Trisubstituted Pyrroles

(2019) Pravin Kumar et al.   ORGANIC LETTERS

Pd-Catalyzed Dearomatization of Anthranils with Vinylcyclopropanes by [4+3] Cyclization Reaction

(2019) Qiang Cheng et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Gold‐Catalyzed Annulations of N ‐Propargyl Ynamides with Anthranils with Two Distinct Chemoselectivities

(2019) Yu‐Chen Hsu et al.   CHEMISTRY-A EUROPEAN JOURNAL

Rh(III)-Catalyzed Sequential C–H Amination/Annulation Cascade Reactions: Synthesis of Multisubstituted Benzimidazoles

(2019) Siqi Huang et al.   ORGANIC LETTERS

A novel synthesis of 2,5-di-substituted pyridine derivatives by the ring opening and closing cascade (ROCC) mechanism

(2019) K. Raghavulu et al.   Journal of Saudi Chemical Society

Isoxazole Strategy for the Synthesis of α-Aminopyrrole Derivatives

(2019) Ekaterina E. Galenko et al.   JOURNAL OF ORGANIC CHEMISTRY

Iterative Assembly of Nitrile Oxides and Ynamides: Synthesis of Isoxazoles and Pyrroles

(2019) Changwei Chen et al.   JOURNAL OF ORGANIC CHEMISTRY

Rhodium-Catalyzed Reaction of Sulfoxonium Ylides and Anthranils toward Indoloindolones via a (4 + 1) Annulation

(2019) Xiaopeng Wu et al.   ORGANIC LETTERS

Iron‐Promoted Reductive Ring‐Opening and Isomerization Reactions of C4‐Alkynylisoxazoles Leading to 2‐Alkynylenaminones and Polysubstituted Furans

(2019) Wen Yang et al.   ADVANCED SYNTHESIS & CATALYSIS

Acyl Migration versus Epoxidation in Gold Catalysis: Facile, Switchable, and Atom-Economic Synthesis of Acylindoles and Quinoline Derivatives

(2019) Xianhai Tian et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Zinc-Catalyzed Asymmetric Formal [4+3] Annulation of Isoxazoles with Enynol Ethers by 6π Electrocyclization: Stereoselective Access to 2H -Azepines

(2019) Xin-Qi Zhu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Ring Expansion and 1,2‐Migration Cascade of Benzisoxazoles with Ynamides: Experimental and Theoretical Studies

(2019) Rajeshwer Vanjari et al.   Chemistry-An Asian Journal

The recent progress of isoxazole in medicinal chemistry

(2018) Jie Zhu et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Oxazole and Isoxazole Chemistry in Crop Protection

(2018) Clemens Lamberth   JOURNAL OF HETEROCYCLIC CHEMISTRY

The synthetic and therapeutic expedition of isoxazole and its analogs

(2018) Neetu Agrawal et al.   MEDICINAL CHEMISTRY RESEARCH

Gold(I)-Catalyzed Intramolecular SEAr Reaction: Efficient Synthesis of Isoxazole-Containing Fused Heterocycles

(2018) Taiki Morita et al.   ORGANIC LETTERS

Dual Role of Anthranils as Amination and Transient Directing Group Sources: Synthesis of 2-Acyl Acridines

(2018) Saegun Kim et al.   ORGANIC LETTERS

Gold-Catalyzed [4 + 1]-Annulation Reactions between 1,4-Diyn-3-ols and Isoxazoles To Construct a Pyrrole Core

(2018) Rahul Dadabhau Kardile et al.   ORGANIC LETTERS

Developing Bis(imino)acenaphthene-Supported N-Heterocyclic Carbene Palladium Precatalysts for Direct Arylation of Azoles

(2018) Li-Qun Hu et al.   ORGANOMETALLICS

Recent progresses in the synthesis of functionalized isoxazoles

(2018) Taiki Morita et al.   TETRAHEDRON LETTERS

Gold-catalyzed [4+3]- and [4+2]-annulations of 3-en-1-ynamides with isoxazoles via novel 6π-electrocyclizations of 3-azahepta trienyl cations

(2018) Sovan Sundar Giri et al.   Chemical Science

Exploring Green Solvents Associated to Pd/C as Heterogeneous Catalyst for Direct Arylation of Heteroaromatics with Aryl Bromides

(2018) Shuxin Mao et al.   ADVANCED SYNTHESIS & CATALYSIS

Gold-catalyzed annulations of N-aryl ynamides with benzisoxazoles to construct 6H-indolo[2,3-b]quinoline cores

(2018) Meng-Han Tsai et al.   CHEMICAL COMMUNICATIONS

A comprehensive overview of directing groups applied in metal-catalysed C–H functionalisation chemistry

(2018) Carlo Sambiagio et al.   CHEMICAL SOCIETY REVIEWS

Benign catalysis with zinc: atom-economical and divergent synthesis of nitrogen heterocycles by formal [3 + 2] annulation of isoxazoles with ynol ethers

(2018) Xin-Qi Zhu et al.   GREEN CHEMISTRY

Gold-Catalyzed [5+2]- and [5+1]-Annulations between Ynamides and 1,2-Benzisoxazoles with Ligand-Controlled Chemoselectivity

(2018) Prakash D. Jadhav et al.   ACS Catalysis

Rh(III)-Catalyzed C-H Amination of Azobenzenes with Anthranils

(2018) Ting Fu et al.   Asian Journal of Organic Chemistry

Gold(III)-Catalyzed Site-Selective and Divergent Synthesis of 2-Aminopyrroles and Quinoline-Based Polyazaheterocycles

(2018) Zhongyi Zeng et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Selective [5 + 1] and [5 + 2] Cycloaddition of Ynamides or Propargyl Esters with Benzo[d]isoxazoles via Gold Catalysis

(2018) Wei Xu et al.   JOURNAL OF ORGANIC CHEMISTRY

Cobalt-Catalyzed Electrophilic Aminations with Anthranils: An Expedient Route to Condensed Quinolines

(2018) Jie Li et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Gold-Catalyzed Michael-Type Reactions and [4 + 2]-Annulations between Propiolates and 1,2-Benzisoxazoles with Ester-Directed Chemoselectivity

(2018) Yashwant Bhaskar Pandit et al.   ORGANIC LETTERS

Enantioselective Copper-Catalyzed Hydroamination of Vinylarenes with Anthranils

(2018) Fang Xie et al.   ORGANIC LETTERS

Isoxazole ring as a useful scaffold in a search for new therapeutic agents

(2017) Angelika Sysak et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Fe(II)-Catalyzed Isomerization of 4-Vinylisoxazoles into Pyrroles

(2017) Ekaterina E. Galenko et al.   JOURNAL OF ORGANIC CHEMISTRY

Fe(II)/Au(I) Relay Catalyzed Propargylisoxazole to Pyridine Isomerization: Access to 6-Halonicotinates

(2017) Alexey V. Galenko et al.   JOURNAL OF ORGANIC CHEMISTRY

Recent advances in transition-metal-catalyzed reactions of alkynes with isoxazoles

(2017) Long Li et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Step-by-Step Multifunctionalization of Isoxazoles Based On SEAr Reactions and C–H Direct Arylations

(2017) Shinichiro Fuse et al.   SYNTHESIS-STUTTGART

Recent Advances in the Catalytic Cycloaddition of 1,n-Dipoles

(2017) Nirupam De et al.   ACS Catalysis

Direct C–H heteroarylation by an acenaphthyl-based α-diimine palladium complex: improvement of the reaction efficiency for bi(hetero)aryls under aerobic conditions

(2017) Fu-Min Chen et al.   Organic Chemistry Frontiers

Rh(iii)-Catalyzed direct C-7 amination of indolines with anthranils

(2017) Haoyi Li et al.   Organic Chemistry Frontiers

Generation of an 4-Isoxazolyl Anion Species: Facile Access to Multifunctionalized Isoxazoles

(2016) Taiki Morita et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Development of Gold-catalyzed [4+1] and [2+2+1]/[4+2] Annulations between Propiolate Derivatives and Isoxazoles

(2016) Rajkumar Lalji Sahani et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Gold-Catalyzed Synthesis of Quinolines from Propargyl Silyl Ethers and Anthranils through the Umpolung of a Gold Carbene Carbon

(2016) Hongming Jin et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Highly Site Selective Formal [5+2] and [4+2] Annulations of Isoxazoles with Heterosubstituted Alkynes by Platinum Catalysis: Rapid Access to Functionalized 1,3-Oxazepines and 2,5-Dihydropyridines

(2016) Wen-Bo Shen et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Anthranil: An Aminating Reagent Leading to Bifunctionality for Both C(sp3)−H and C(sp2)−H under Rhodium(III) Catalysis

(2016) Songjie Yu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Isoxazole-azirine isomerization as a reactivity switch in the synthesis of heterocycles

(2016) Ekaterina E. Galenko et al.   Chemistry of Heterocyclic Compounds

Rh-Catalyzed Direct Amination of Unactivated C(sp3 )−H bond with Anthranils Under Mild Conditions

(2016) Conghui Tang et al.   CHEMISTRY-A EUROPEAN JOURNAL

Synthesis of trifluoromethylated isoxazoles and their elaboration through inter- and intra-molecular C–H arylation

(2016) Jian-Siang Poh et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Cooperative Co(III)/Cu(II)-Catalyzed C–N/N–N Coupling of Imidates with Anthranils: Access to 1H-Indazoles via C–H Activation

(2016) Lei Li et al.   ORGANIC LETTERS

Access to Structurally Diverse Quinoline-Fused Heterocycles via Rhodium(III)-Catalyzed C–C/C–N Coupling of Bifunctional Substrates

(2016) Songjie Yu et al.   ORGANIC LETTERS

Rh(II)-Catalyzed Transannulation of N-Sulfonyl-1,2,3-Triazoles with 2,1-Benzisoxazoles or 1,2-Benzisoxazoles

(2016) Xiaoqiang Lei et al.   ORGANIC LETTERS

Palladium catalyzed C–H bond acetoxylation: isoxazolinyl as a directing group

(2016) Caiwei Geng et al.   RSC Advances

Recent Developments in the Synthesis and Reactivity of Isoxazoles: Metal Catalysis and Beyond

(2015) Feng Hu et al.   ADVANCED SYNTHESIS & CATALYSIS

Palladium-Catalyzed Direct CH Arylation of Isoxazoles at the 5-Position

(2015) Masashi Shigenobu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Gold-Catalyzed CH Annulation of Anthranils with Alkynes: A Facile, Flexible, and Atom-Economical Synthesis of Unprotected 7-Acylindoles

(2015) Hongming Jin et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Pyridylidene ligand facilitates gold-catalyzed oxidative C–H arylation of heterocycles

(2015) Kazuhiro Hata et al.   Beilstein Journal of Organic Chemistry

Atom-Economic Synthesis of Fully Substituted 2-Aminopyrroles via Gold-Catalyzed Formal [3+2] Cycloaddition between Ynamides and Isoxazoles

(2015) Xin-Yu Xiao et al.   Chemistry-An Asian Journal

Iridium(III)-Catalyzed Direct Arylation of C–H Bonds with Diaryliodonium Salts

(2015) Pan Gao et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Dibenzonaphthyridinones: Heterocycle-to-Heterocycle Synthetic Strategies and Photophysical Studies

(2015) Teresa A. Palazzo et al.   ORGANIC LETTERS

Two-Step Cyanomethylation Protocol: Convenient Access to Functionalized Aryl- and Heteroarylacetonitriles

(2015) Peter J. Lindsay-Scott et al.   ORGANIC LETTERS

Rhodium(II)-Catalyzed Formal [3 + 2] Cycloaddition of N-Sulfonyl-1,2,3-triazoles with Isoxazoles: Entry to Polysubstituted 3-Aminopyrroles

(2015) Xiaoqiang Lei et al.   ORGANIC LETTERS

Recent advances in isoxazole chemistry

(2015) A V Galenko et al.   RUSSIAN CHEMICAL REVIEWS

Atom-economic generation of gold carbenes: gold-catalyzed formal [3+2] cycloaddition between ynamides and isoxazoles

(2015) Ai-Hua Zhou et al.   Chemical Science

Isoxazolium N-ylides and 1-oxa-5-azahexa-1,3,5-trienes on the way from isoxazoles to 2H-1,3-oxazines

(2014) Alexander F Khlebnikov et al.   Beilstein Journal of Organic Chemistry

Benzothiophene or Benzofuran Bridges in Diaryl Ethenes: Two-Step Access by Pd-Catalyzed CH Activation and Theoretical/Experimental Studies on Their Photoreactivity

(2014) Kedong Yuan et al.   CHEMISTRY-A EUROPEAN JOURNAL

4-isoxazolyl-1,4-dihydropyridines: a tale of two scaffolds

(2014) Nicholas R Natale et al.   Future Medicinal Chemistry

Rings in Drugs

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

Palladium-catalyzed chelation-assisted ortho-tetra-acetoxylation of 1,3-diarylpyrazoles and 1,3-diarylindazoles

(2014) Se Hee Kim et al.   TETRAHEDRON LETTERS

Pd(II)-Catalyzed C–H Iodination Using Molecular I2 as the Sole Oxidant

(2013) Xiao-Chen Wang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Heterocycle–Heterocycle Strategies: (2-Nitrophenyl)isoxazole Precursors to 4-Aminoquinolines, 1H-Indoles, and Quinolin-4(1H)-ones

(2013) Keith C. Coffman et al.   ORGANIC LETTERS

Palladium-catalysed regioselective aroylation and acetoxylation of 3,5-diarylisoxazole via ortho C–H functionalisations

(2013) Arghya Banerjee et al.   RSC Advances

Pd(0)-Catalyzed Decarboxylative Coupling and Tandem C–H Arylation/Decarboxylation for the Synthesis of Heteroaromatic Biaryls

(2012) Debkumar Nandi et al.   JOURNAL OF ORGANIC CHEMISTRY

Catalytic Asymmetric Hydrogenation of 3-Substituted Benzisoxazoles

(2012) Ryuhei Ikeda et al.   MOLECULES

Palladium-Catalyzed Direct Arylation of Heteroaromatics with Activated Aryl Chlorides Using a Sterically Relieved Ferrocenyl-Diphosphane

(2012) David Roy et al.   ACS Catalysis

Discovery, synthesis and SAR of azinyl- and azolylbenzamides antagonists of the P2X7 receptor

(2011) Chakrapani Subramanyam et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Advances in Transition Metal (Pd,Ni,Fe)-Catalyzed Cross-Coupling Reactions Using Alkyl-organometallics as Reaction Partners

(2011) Ranjan Jana et al.   CHEMICAL REVIEWS

Studies on the palladium-catalysed direct alkenylation of 1,2-azoles

(2011) Ben Chappell et al.   TETRAHEDRON LETTERS

Synthesis of 2,5-disubstituted-3-cyanoindoles

(2011) Mark A. Bobko et al.   TETRAHEDRON LETTERS

Palladium-Catalyzed Direct Oxidative Alkenylation of Azoles

(2010) Mitsuru Miyasaka et al.   JOURNAL OF ORGANIC CHEMISTRY

Carboxylation of C−H Bonds UsingN-Heterocyclic Carbene Gold(I) Complexes

(2010) Ine I. F. Boogaerts et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Ligand-Free-Palladium-Catalyzed Direct 4-Arylation of Isoxazoles Using Aryl Bromides

(2009) Yacoub Fall et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Synthesis and Structure−Activity Relationships of 8-(Pyrid-3-yl)pyrazolo[1,5-a]-1,3,5-triazines: Potent, Orally Bioavailable Corticotropin Releasing Factor Receptor-1 (CRF1) Antagonists

(2009) Paul J. Gilligan et al.   JOURNAL OF MEDICINAL CHEMISTRY

One-Pot Synthesis of Highly Functionalized Pyridines via a Rhodium Carbenoid Induced Ring Expansion of Isoxazoles

(2008) James R. Manning et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Palladium-Catalyzed Arylation and Alkylation of 3,5-Diphenylisoxazole with Boronic Acids via C−H Activation

(2008) Jean-Ho Chu et al.   ORGANOMETALLICS

N,N-Disubstituted propargylamines as tools in the sequential 1,3-dipolar cycloaddition/arylation processes to the formation of polyheterocyclic systems

(2008) Luca Basolo et al.   TETRAHEDRON

Efficient route to 2H-1,3-oxazines through ring expansion of isoxazoles by rhodium carbenoids

(2008) James R. Manning et al.   TETRAHEDRON

Structure and property based design of factor Xa inhibitors: Biaryl pyrrolidin-2-ones incorporating basic heterocyclic motifs

(2007) Robert J. Young et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Fluorine in medicinal chemistry

(2007) Sophie Purser et al.   CHEMICAL SOCIETY REVIEWS