Cargando…

Gold(I)-Catalyzed Reactivity of Furan-ynes with N-Oxides: Synthesis of Substituted Dihydropyridinones and Pyranones

[Image: see text] The reactivity of “furan-ynes” in combination with pyridine and quinoline N-oxides in the presence of a Au(I) catalyst, has been studied, enabling the synthesis of three different heterocyclic scaffolds. Selective access to two out of the three possible products, a dihydropyridinon...

Descripción completa

Detalles Bibliográficos
Autores principales:	Nejrotti, Stefano, Marra, Francesco, Priola, Emanuele, Maranzana, Andrea, Prandi, Cristina
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	American Chemical Society 2021
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8279485/ https://www.ncbi.nlm.nih.gov/pubmed/34100288 http://dx.doi.org/10.1021/acs.joc.1c00746

Ejemplares similares

Enantioselective Synthesis of 3,5,6‐Substituted Dihydropyranones and Dihydropyridinones using Isothiourea‐Mediated Catalysis
por: Stark, Daniel G., et al.
Publicado: (2015)

Rapid, two-pot procedure for the synthesis of dihydropyridinones; total synthesis of aza-goniothalamin
por: Cogswell, Thomas J, et al.
Publicado: (2020)

Heterometal Grafted Metalla-ynes and Poly(metalla-ynes): A Review on Structure–Property Relationships and Applications
por: Al-Balushi, Rayya A., et al.
Publicado: (2021)

Combination of Enzymes and Deep Eutectic Solvents as Powerful Toolbox for Organic Synthesis
por: Arnodo, Davide, et al.
Publicado: (2023)

Synthesis of Highly Functionalized 2-Pyranone from Silyl Ketene
por: Xiang, Yuanhui, et al.
Publicado: (2018)

Gold-catalyzed bicyclic annulations of 4-methoxy-1,2-dienyl-5-ynes with isoxazoles to form indolizine derivatives via an Au-π-allene intermediate
por: Kulandai Raj, Antony Sekar, et al.
Publicado: (2019)

Base-Promoted Selective Synthesis of 2H-Pyranones and Tetrahydronaphthalenes via Domino Reactions
por: Thimmarayaperumal, Solaimalai, et al.
Publicado: (2017)

Recent Advances in the Stereoselective Total Synthesis of Natural Pyranones Having Long Side Chains
por: Avula, Satya Kumar, et al.
Publicado: (2020)

Gold(I)-catalyzed formation of furans from γ-acyloxyalkynyl ketones
por: Hoffmann, Marie, et al.
Publicado: (2013)

Annulation of O-silyl N,O-ketene acetals with alkynes for the synthesis of dihydropyridinones and its application in concise total synthesis of phenanthroindolizidine alkaloids
por: Lee, Seokwoo, et al.
Publicado: (2023)

Divergent Synthesis and Real-Time Biological Annotation of Optically Active Tetrahydrocyclopenta[c]pyranone Derivatives
por: Nelson, Shawn D., et al.
Publicado: (2016)

Sequential Methods for Di‐ and Tetrahydro‐Pyranone Synthesis Enable Concise Access to Tuscolid δ‐Lactone
por: Gao, Xin, et al.
Publicado: (2023)

Efficient and stereoselective synthesis of sugar fused pyrano[3,2-c]pyranones as anticancer agents
por: Kumar, Sandeep, et al.
Publicado: (2023)

Unpredictable cycloisomerization of 1,11-dien-6-ynes by a common cobalt catalyst
por: Suleymanov, Abdusalom A, et al.
Publicado: (2017)

Combined directed ortho-zincation and palladium-catalyzed strategies: Synthesis of 4,n-dimethoxy-substituted benzo[b]furans
por: Guilarte, Verónica, et al.
Publicado: (2011)

Facile synthesis of 2-substituted benzo[b]furans and indoles by copper-catalyzed intramolecular cyclization of 2-alkynyl phenols and tosylanilines
por: Rong, Zhouting, et al.
Publicado: (2019)

Photocatalytic synthesis of tetra-substituted furans promoted by carbon dioxide
por: Tian, Ya-Ming, et al.
Publicado: (2021)

Bioactive Naphtho-α-Pyranones from Two Endophytic Fungi of the Genus Polyphilus
por: Wennrich, Jan-Peer, et al.
Publicado: (2023)

Gold(I)-catalyzed formation of furans by a Claisen-type rearrangement of ynenyl allyl ethers
por: Istrate, Florin M, et al.
Publicado: (2011)

Post-Ugi gold-catalyzed diastereoselective domino cyclization for the synthesis of diversely substituted spiroindolines
por: Kumar, Amit, et al.
Publicado: (2013)

Gold-catalyzed propargylic substitutions: Scope and synthetic developments
por: Debleds, Olivier, et al.
Publicado: (2011)

Transition-metal-free base catalyzed intramolecular cyclization of 2-ynylphenols for efficient and facile synthesis of 2-substituted benzo[b]furans
por: Liu, Yong, et al.
Publicado: (2018)

Transferring Substituents from Alkynes to Furans and Pyrroles through Heteronorbornadienes as Intermediates: Synthesis of β-Substituted Pyrroles/Furans
por: García-Domínguez, Javier, et al.
Publicado: (2023)

Gold‐Catalyzed Regiospecific Annulation of Unsymmetrically Substituted 1,5‐Diynes for the Precise Synthesis of Bispentalenes
por: Tavakkolifard, Sara, et al.
Publicado: (2019)

Gold(I)-catalysed synthesis of a furan analogue of thiamine pyrophosphate
por: Iqbal, Amjid, et al.
Publicado: (2014)

Involvement of the YneS/YgiH and PlsX proteins in phospholipid biosynthesis in both Bacillus subtilis and Escherichia coli
por: Yoshimura, Mika, et al.
Publicado: (2007)

Complete transfer of chirality in an intramolecular, thermal [2 + 2] cycloaddition of allene-ynes to form non-racemic spirooxindoles
por: Brummond, Kay M, et al.
Publicado: (2011)

Synthesis and κ-Opioid Receptor Activity of Furan-Substituted Salvinorin A Analogues
por: Riley, Andrew P., et al.
Publicado: (2014)

Gold-Catalyzed Synthesis of Small Rings
por: Mato, Mauro, et al.
Publicado: (2020)

Optimization of Nazarov Cyclization of 2,4-Dimethyl-1,5-diphenylpenta-1,4-dien-3-one in Deep Eutectic Solvents by a Design of Experiments Approach
por: Nejrotti, Stefano, et al.
Publicado: (2020)

Pyranone Derivatives With Antitumor Activities, From the Endophytic Fungus Phoma sp. YN02-P-3
por: Yu, Chong, et al.
Publicado: (2022)

Four Undescribed Pyranones from the Scutellaria formosana-Derived Endophytic Fungi Ascomycota sp. FAE17
por: Yang, Jianni, et al.
Publicado: (2023)

One-pot synthesis of new alkyl 1-naphthoates bearing quinoline, pyranone and cyclohexenone moieties via metal-free sequential addition/oxidation reactions
por: Mousavi, Seyedeh Hekmat, et al.
Publicado: (2021)

Cobalt(III)-Catalyzed Synthesis of Indazoles and Furans by C–H Bond Functionalization/Addition/Cyclization Cascades
por: Hummel, Joshua R., et al.
Publicado: (2014)

Gold-catalyzed oxidation of arylallenes: Synthesis of quinoxalines and benzimidazoles
por: Cui, Dong-Mei, et al.
Publicado: (2011)

Gold(I)-Catalyzed Domino Reaction for Furopyrans Synthesis
por: Ruch, Marie, et al.
Publicado: (2020)

Biobased Furanics: Kinetic Studies on the Acid Catalyzed Decomposition of 2-Hydroxyacetyl Furan in Water Using Brönsted Acid Catalysts
por: Soetedjo, J. N. M., et al.
Publicado: (2017)

Synthesis of 4-Substituted-1,2-Dihydroquinolines by Means of Gold-Catalyzed Intramolecular Hydroarylation Reaction of N-Ethoxycarbonyl-N-Propargylanilines
por: Arcadi, Antonio, et al.
Publicado: (2021)

Gold(I)-catalyzed 6-endo hydroxycyclization of 7-substituted-1,6-enynes
por: Sanjuán, Ana M, et al.
Publicado: (2013)

Mechanism of the Aza-Piancatelli Reaction: Scope and Limitations of Furan Substitution in Donor–Acceptor Stenhouse Adduct Synthesis
por: Peñín, Beatriz, et al.
Publicado: (2022)

Cannot write session to /tmp/vufind_sessions/sess_nt604h987vf9njr1drpecpbdlt