Efficient and Flexible Synthesis of Highly Functionalised 4-Aminooxazoles by a Gold-Catalysed Intermolecular Formal [3+2] Dipolar Cycloaddition
Published 2016 View Full Article
- Home
- Publications
- Publication Search
- Publication Details
Title
Efficient and Flexible Synthesis of Highly Functionalised 4-Aminooxazoles by a Gold-Catalysed Intermolecular Formal [3+2] Dipolar Cycloaddition
Authors
Keywords
-
Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 358, Issue 2, Pages 226-239
Publisher
Wiley
Online
2016-01-05
DOI
10.1002/adsc.201500905
References
Ask authors/readers for more resources
Related references
Note: Only part of the references are listed.- A robust and modular synthesis of ynamides
- (2015) Steven J. Mansfield et al. CHEMICAL COMMUNICATIONS
- Diversity in Gold-Catalyzed Formal Cycloadditions of Ynamides with Azidoalkenes or 2H-Azirines: [3+2] versus [4+3] Cycloadditions
- (2015) Samir Kundlik Pawar et al. CHEMISTRY-A EUROPEAN JOURNAL
- 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
- Synthesis and bioactivity of novel pyrazole oxime derivatives containing oxazole ring
- (2015) Sen-Lin Wang et al. CHINESE CHEMICAL LETTERS
- Facile and efficient synthesis of [1,4]oxazino[3,2-b]indoles and 1H-pyrazino[2,3-b]indoles through gold-catalyzed cascade cyclization of (azido)ynamides
- (2015) Cang-Hai Shen et al. JOURNAL OF ORGANOMETALLIC CHEMISTRY
- Intramolecular Insertions into Unactivated C(sp3)–H Bonds by Oxidatively Generated β-Diketone-α-Gold Carbenes: Synthesis of Cyclopentanones
- (2015) Youliang Wang et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Generation of α-Imino Gold Carbenes through Gold-Catalyzed Intermolecular Reaction of Azides with Ynamides
- (2015) Chao Shu et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Dual Gold Catalysis: A Novel Synthesis of Bicyclic and Tricyclic Pyrroles from N-Propargyl Ynamides
- (2015) Yusuke Tokimizu et al. ORGANIC LETTERS
- Atom-economic generation of gold carbenes: gold-catalyzed formal [3+2] cycloaddition between ynamides and isoxazoles
- (2015) Ai-Hua Zhou et al. Chemical Science
- Nucleophilic Nitrenoids Through π-Acid Catalysis: Providing a Common Basis for Rapid Access into Diverse Nitrogen Heterocycles
- (2015) Paul W. Davies et al. Asian Journal of Organic Chemistry
- A Non-Diazo Approach to α-Oxo Gold Carbenes via Gold-Catalyzed Alkyne Oxidation
- (2014) Liming Zhang ACCOUNTS OF CHEMICAL RESEARCH
- Synthesis of Fully Substituted 3-Formyl-4-iodofuransviaa Gold(I)-Catalyzed Oxidation/1,2-Alkynyl Migration/Cyclization/Iodination Cascade
- (2014) Tao Wang et al. ADVANCED SYNTHESIS & CATALYSIS
- A gold-catalysed fully intermolecular oxidation and sulfur-ylide formation sequence on ynamides
- (2014) Mickaël Dos Santos et al. CHEMICAL COMMUNICATIONS
- 1,2-N-Migration in a Gold-Catalysed Synthesis of Functionalised Indenes by the 1,1-Carboalkoxylation of Ynamides
- (2014) Holly V. Adcock et al. CHEMISTRY-A EUROPEAN JOURNAL
- Access to 1,2-Dihydroisoquinolines through Gold-Catalyzed Formal [4+2] Cycloaddition
- (2014) Zhuo Xin et al. CHEMISTRY-A EUROPEAN JOURNAL
- Reaction of Alkynes and Azides: Not Triazoles Through Copper-Acetylides but Oxazoles Through Copper-Nitrene Intermediates
- (2014) Estela Haldón et al. CHEMISTRY-A EUROPEAN JOURNAL
- Gold(I)-Catalyzed 1,2-Acyloxy Migration/[3+2] Cycloaddition of 1,6-Diynes with an Ynamide Propargyl Ester Moiety: Highly Efficient Synthesis of Functionalized Cyclopenta[b]indoles
- (2014) Jun Liu et al. CHEMISTRY-A EUROPEAN JOURNAL
- Transition Metal-Mediated Synthesis of Oxazoles
- (2014) Nicholas C. O. Tomkinson et al. HETEROCYCLES
- Gold-Catalyzed Tandem Cycloisomerization/Functionalization of in Situ Generated α-Oxo Gold Carbenes in Water
- (2014) Cang-Hai Shen et al. JOURNAL OF ORGANIC CHEMISTRY
- Development of a Brønsted Acid-Promoted Arene–Ynamide Cyclization toward the Total Syntheses of Marinoquinolines A and C and Aplidiopsamine A
- (2014) Yousuke Yamaoka et al. JOURNAL OF ORGANIC CHEMISTRY
- Theoretical Design of n-Type Organic Semiconducting Materials Containing Thiazole and Oxazole Frameworks
- (2014) Vu Thi Thu Huong et al. JOURNAL OF PHYSICAL CHEMISTRY A
- A Direct Route into Fused Imidazo-diazines and Imidazo-pyridines Using Nucleophilic Nitrenoids in a Gold-Catalyzed Formal [3 + 2]-Dipolar Cycloaddition
- (2014) Miguel Garzón et al. ORGANIC LETTERS
- Gold-Catalyzed Cascade Cyclization of (Azido)ynamides: An Efficient Strategy for the Construction of Indoloquinolines
- (2014) Yusuke Tokimizu et al. ORGANIC LETTERS
- Gold-Catalyzed Intermolecular Nitrene Transfer from 2H-Azirines to Ynamides: A Direct Approach to Polysubstituted Pyrroles
- (2014) Lei Zhu et al. ORGANIC LETTERS
- Molecular iodine mediated synthesis of polysubstituted oxazoles by oxidative domino cyclization in water
- (2014) Gunaganti Naresh et al. RSC Advances
- Ynamides in Ring Forming Transformations
- (2013) Xiao-Na Wang et al. ACCOUNTS OF CHEMICAL RESEARCH
- Copper-Catalyzed Arylative Meyer-Schuster Rearrangement of Propargylic Alcohols to Complex Enones Using Diaryliodonium Salts
- (2013) Beatrice S. L. Collins et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Biarylphosphonite Gold(I) Complexes as Superior Catalysts for Oxidative Cyclization of Propynyl Arenes into Indan-2-ones
- (2013) Guilhem Henrion et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Highly Enantioselective Dearomatizing Formal [3+3] Cycloaddition Reactions ofN-Acyliminopyridinium Ylides with Electrophilic Enol Carbene Intermediates
- (2013) Xinfang Xu et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Highly regioselective synthesis of 2,4,5-(hetero)aryl substituted oxazoles by intermolecular [3+2]-cycloaddition of unsymmetrical internal alkynes
- (2013) Elli Chatzopoulou et al. CHEMICAL COMMUNICATIONS
- Synthesis of Cyclopentenimines from N-Allyl Ynamides via a Tandem Aza-Claisen Rearrangement–Carbocyclization Sequence
- (2013) Xiao-Na Wang et al. JOURNAL OF ORGANIC CHEMISTRY
- Oxidant-Dependent Chemoselectivity in the Gold-Catalyzed Oxidative Cyclizations of 3,4,6,6-Tetrasubstituted 3,5-Dien-1-ynes
- (2013) Hsiao-Hua Hung et al. JOURNAL OF ORGANIC CHEMISTRY
- Copper-Catalyzed Direct Ortho-Alkylation of N-Iminopyridinium Ylides with N-Tosylhydrazones
- (2013) Qing Xiao et al. JOURNAL OF ORGANIC CHEMISTRY
- Muscarine, imidaozle, oxazole and thiazole alkaloids
- (2013) Zhong Jin NATURAL PRODUCT REPORTS
- From N-benzoylpyridinium imides to pyrazolo[1,5-a]pyridines: a mechanistic discussion on a stoichiometric Cu protocol
- (2013) Lin Ling et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- Metal-Free [2 + 2 + 1] Annulation of Alkynes, Nitriles, and Oxygen Atoms: Iodine(III)-Mediated Synthesis of Highly Substituted Oxazoles
- (2013) Akio Saito et al. ORGANIC LETTERS
- Gold-Catalyzed Synthesis of Furans and Furanones from Sulfur Ylides
- (2012) Xueliang Huang et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Gold-Catalyzed Carbene Transfer to Alkynes: Access to 2,4-Disubstituted Furans
- (2012) Søren Kramer et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Nitrene Chemistry in Organic Synthesis: Still in Its Infancy?
- (2012) Geoffroy Dequirez 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
- Identification and isolation of insecticidal oxazoles fromPseudomonasspp.
- (2012) Florian Grundmann et al. Beilstein Journal of Organic Chemistry
- Efficient synthesis of oxazoles by dirhodium(ii)-catalyzed reactions of styryl diazoacetate with oximes
- (2012) Xinfang Xu et al. CHEMICAL COMMUNICATIONS
- Gold-catalyzed synthesis of substituted 2-aminofurans via formal [4+1]-cycloadditions on 3-en-1-ynamides
- (2012) Ramesh B. Dateer et al. CHEMICAL COMMUNICATIONS
- Copper-catalyzed direct oxidative annulation of N-iminopyridinium ylides with terminal alkynes using O2as oxidant
- (2012) Shengtao Ding et al. CHEMICAL COMMUNICATIONS
- Organocatalytic Enantioselective One-Pot Four-Component Ugi-Type Multicomponent Reaction for the Synthesis of Epoxy-tetrahydropyrrolo[3,4-b]pyridin-5-ones
- (2012) Yingpeng Su et al. CHEMISTRY-A EUROPEAN JOURNAL
- Tempering the Reactivities of Postulated α-Oxo Gold Carbenes Using Bidentate Ligands: Implication of Tricoordinated Gold Intermediates and the Development of an Expedient Bimolecular Assembly of 2,4-Disubstituted Oxazoles
- (2012) Yingdong Luo et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- An Intramolecular [2 + 2] Cycloaddition of Ketenimines via Palladium-Catalyzed Rearrangements of N-Allyl-Ynamides
- (2012) Kyle A. DeKorver et al. ORGANIC LETTERS
- Copper-catalyzed oxidative [2 + 2 + 1] cycloaddition: regioselective synthesis of 1,3-oxazoles from internal alkynes and nitriles
- (2012) Xianwei Li et al. Chemical Science
- Intermolecular and Selective Synthesis of 2,4,5-Trisubstituted Oxazoles by a Gold-Catalyzed Formal [3+2] Cycloaddition
- (2011) Paul W. Davies et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Synthesis of 2- and 2,3-Substituted Pyrazolo[1,5-a]pyridines: Scope and Mechanistic Considerations of a Domino Direct Alkynylation and Cyclization ofN-Iminopyridinium Ylides Using Alkenyl Bromides, Alkenyl Iodides, and Alkynes
- (2011) James J. Mousseau et al. JOURNAL OF ORGANIC CHEMISTRY
- N-Allyl-N-sulfonyl Ynamides as Synthetic Precursors to Amidines and Vinylogous Amidines. An Unexpected N-to-C 1,3-Sulfonyl Shift in Nitrile Synthesis
- (2011) Kyle A. DeKorver et al. 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
- A Silver-Mediated One-Step Synthesis of Oxazoles
- (2011) Dougal J. Ritson et al. JOURNAL OF ORGANIC CHEMISTRY
- On the Mechanism of the Palladium-Catalyzedtert-Butylhydroperoxide-Mediated Wacker-Type Oxidation of Alkenes Using Quinoline-2-Oxazoline Ligands
- (2011) Brian W. Michel et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- An Efficient [2 + 2 + 1] Synthesis of 2,5-Disubstituted Oxazoles via Gold-Catalyzed Intermolecular Alkyne Oxidation
- (2011) Weimin He et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Gold-catalysed synthesis of amino acid-derived 2,5-disubstituted oxazoles
- (2011) Christopher L. Paradise et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- 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
- Introducing a New Class ofN-Phosphoryl Ynamides via Cu(I)-Catalyzed Amidations of Alkynyl Bromides
- (2011) Kyle A. DeKorver et al. ORGANIC LETTERS
- Gold-Catalyzed Nitrene Transfer to Activated Alkynes: Formation of α,β-Unsaturated Amidines
- (2011) Chaoqun Li et al. ORGANIC LETTERS
- CpRu-Catalyzed O−H Insertion and Condensation Reactions of α-Diazocarbonyl Compounds
- (2011) Martina Austeri et al. ORGANIC LETTERS
- Ynamides: Versatile Tools in Organic Synthesis
- (2010) Gwilherm Evano et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Site-specific introduction of gold-carbenoids by intermolecular oxidation of ynamides or ynol ethers
- (2010) Paul W. Davies et al. CHEMICAL COMMUNICATIONS
- Ynamides: A Modern Functional Group for the New Millennium
- (2010) Kyle A. DeKorver et al. CHEMICAL REVIEWS
- Synthesis of polymeric 1-iminopyridinium ylides as photoreactive polymers
- (2010) Daniel Klinger et al. JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY
- Regioselective Formation of 2,5-Disubstituted Oxazoles Via Copper(I)-Catalyzed Cycloaddition of Acyl Azides and 1-Alkynes
- (2010) Israel Cano et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Iron Trichloride Catalyzed One-Pot Synthesis of Substituted Oxazoles from Propargylic Acetates and Amides under Microwave Irradiation
- (2010) Wen-Wen Xu et al. LETTERS IN ORGANIC CHEMISTRY
- Thiazole and Oxazole Alkaloids: Isolation and Synthesis
- (2010) Danilo Davyt et al. Marine Drugs
- Phosphite-oxazole/imidazoleligands in asymmetric intermolecular Heck reaction
- (2010) Javier Mazuela et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- Synthesis of 5-Amino-oxazole-4-carboxylates from α-Chloroglycinates
- (2010) Jianmin Zhang et al. ORGANIC LETTERS
- Synthesis of Polysubstituted 5-Aminooxazoles from α- Diazocarbonyl Esters and α-Isocyanoacetamides
- (2010) Jianwei Wu et al. ORGANIC LETTERS
- A Divergent Mechanistic Course of Pd(0)-Catalyzed Aza-Claisen Rearrangement and Aza-Rautenstrauch-Type Cyclization ofN-Allyl Ynamides
- (2010) Kyle A. DeKorver et al. ORGANIC LETTERS
- Synthesis of 2-Substituted Pyrazolo[1,5-a]pyridines through Cascade Direct Alkenylation/Cyclization Reactions
- (2010) James J. Mousseau et al. ORGANIC LETTERS
- Facile Synthesis of Polysubstituted Oxazoles via A Copper-Catalyzed Tandem Oxidative Cyclization
- (2010) Changfeng Wan et al. ORGANIC LETTERS
- Copper-Mediated Coupling of 1,1-Dibromo-1-alkenes with Nitrogen Nucleophiles: A General Method for the Synthesis of Ynamides
- (2009) Alexis Coste et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Copper-Catalyzed Direct Alkenylation ofN-Iminopyridinium Ylides
- (2009) James J. Mousseau et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Design, Synthesis, and Biological Activities of Novel 2-Cyanoacrylates Containing Oxazole, Oxadiazole, or Quinoline Moieties
- (2009) Qiqi Zhao et al. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
- Synthesis of Amidines UsingN-Allyl Ynamides. A Palladium-Catalyzed Allyl Transfer through an Ynamido−π-Allyl Complex
- (2009) Yu Zhang et al. ORGANIC LETTERS
- Gold(III) Adducts with Chiral Pyridinyl-Oxazolines. Synthesis, Reactivity of the Coordinated Ligands, and Structural Characterizations
- (2009) Maria A. Cinellu et al. ORGANOMETALLICS
- Synthesis of Natural Product Derivatives Containing 2,4‐Concatenated Oxazoles
- (2008) Delia Hernández et al. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
- Gold(I)-catalyzed [4+2] cycloaddition of N-(hex-5-enynyl) tert-butyloxycarbamates
- (2008) Andrea Buzas et al. JOURNAL OF ORGANOMETALLIC CHEMISTRY
- Copper-Catalyzed Aerobic Oxidative Amidation of Terminal Alkynes: Efficient Synthesis of Ynamides
- (2008) Tetsuya Hamada et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Total synthesis of siphonazole and its O-methyl derivative, structurally unusual bis-oxazole natural products
- (2008) Jörg Linder et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- Synthesis of Functionalized Oxazolones by a Sequence of Cu(II)- and Au(I)-Catalyzed Transformations
- (2008) Florin M. Istrate et al. ORGANIC LETTERS
- Palladium-Catalyzed Benzylic C−H Insertion of 2-SubstitutedN-Iminopyridinium Ylides
- (2008) James J. Mousseau et al. ORGANIC LETTERS
- Cycloadditions of Aromatic Azomethine Imines with 1,1-Cyclopropane Diesters
- (2008) Christian Perreault et al. ORGANIC LETTERS
- Gold-catalyzed cycloisomerizations of ene-ynamides
- (2008) Sylvain Couty et al. TETRAHEDRON
- The discovery of GSK221149A: A potent and selective oxytocin antagonist
- (2007) John Liddle et al. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
- Palladium-Catalyzed Direct C−H Arylation ofN-Iminopyridinium Ylides: Application to the Synthesis of (±)-Anabasine
- (2007) Alexandre Larivée et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Publish scientific posters with Peeref
Peeref publishes scientific posters from all research disciplines. Our Diamond Open Access policy means free access to content and no publication fees for authors.
Learn MoreCreate your own webinar
Interested in hosting your own webinar? Check the schedule and propose your idea to the Peeref Content Team.
Create Now