Cargando…

Direct One-Pot Synthesis of Primary 4-Amino-2,3-diaryl- quinolines via Suzuki-Miyaura Cross-Coupling of 2-Aryl-4-azido-3-iodoquinolines with Arylboronic Acids

Palladium-catalyzed Suzuki-Miyaura cross-coupling of 2-aryl-4-azido-3-iodo-quinolines with arylboronic acids afforded the corresponding primary 4-amino-2,3-diarylquinolines in a single-pot operation along with symmetrical biaryls and traces of the 2,3-diaryl-4-azidoquinolines. A plausible mechanism,...

Descripción completa

Detalles Bibliográficos
Autores principales:	Mphahlele, Malose Jack, Mphahlele, Mamasegare Mabel
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	MDPI 2011
Materias:	Article
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264759/ https://www.ncbi.nlm.nih.gov/pubmed/22027952 http://dx.doi.org/10.3390/molecules16118958

Ejemplares similares

One-Pot Synthesis of 2,3,4-Triarylquinolines via Suzuki-Miyaura Cross-Coupling of 2-Aryl-4-chloro-3-iodoquinolines with Arylboronic Acids
por: Mphahlele, Malose Jack, et al.
Publicado: (2010)

Suzuki–Miyaura coupling of arylboronic acids to gold(iii)
por: Maity, Ayan, et al.
Publicado: (2015)

Synthesis of 3,6-diaryl-1H-pyrazolo[3,4-b]pyridines via one-pot sequential Suzuki–Miyaura coupling
por: Urvashi,, et al.
Publicado: (2018)

Enabling Suzuki–Miyaura coupling of Lewis-basic arylboronic esters with a nonprecious metal catalyst
por: Haibach, Michael C., et al.
Publicado: (2022)

Synthesis and Photophysical Properties of the 2-(3-(2-Alkyl-6,8-diaryl-4-oxo-1,2,3,4-tetrahydroquinazolin-2-yl)propyl)-6,8-diarylquinazolin-4(3H)-ones
por: Mmonwa, Mmakwena M., et al.
Publicado: (2014)

A convenient route to symmetrically and unsymmetrically substituted 3,5-diaryl-2,4,6-trimethylpyridines via Suzuki–Miyaura cross-coupling reaction
por: Błachut, Dariusz, et al.
Publicado: (2016)

Synthesis of C3,C6-Diaryl 7-Azaindoles via One-Pot Suzuki–Miyaura Cross-Coupling Reaction and Evaluation of Their HIV-1 Integrase Inhibitory Activity
por: Cardoza, Savio, et al.
Publicado: (2023)

4,6,8-Triarylquinoline-3-carbaldehyde Derivatives: Synthesis and Photophysical Properties
por: Mphahlele, Malose Jack, et al.
Publicado: (2013)

Novel Polycarbo-Substituted Alkyl (Thieno[3,2-c]quinoline)-2-Carboxylates: Synthesis and Cytotoxicity Studies
por: Mphahlele, Malose Jack, et al.
Publicado: (2014)

A Review on the Synthesis and Chemical Transformation of Quinazoline 3-Oxides
por: Mphahlele, Malose J.
Publicado: (2022)

Suzuki-Miyaura Coupling Enabled by Aryl to Vinyl 1,4-Palladium Migration
por: Li, Meng-Yao, et al.
Publicado: (2020)

Development of Stereocontrolled Palladium(II)-Catalyzed Domino Heck/Suzuki β,α-Diarylation Reactions with Chelating Vinyl Ethers and Arylboronic Acids
por: Trejos, Alejandro, et al.
Publicado: (2012)

Synthesis, Evaluation of Cytotoxicity and Molecular Docking Studies of the 7-Acetamido Substituted 2-Aryl-5-bromo-3-trifluoroacetylindoles as Potential Inhibitors of Tubulin Polymerization
por: Mphahlele, Malose J., et al.
Publicado: (2018)

Synthesis of 3-hetarylpyrroles by Suzuki–Miyaura cross-coupling
por: Matyugina, Elena S., et al.
Publicado: (2020)

Synthesis, Biological Evaluation and Molecular Docking Studies of 6-Aryl-2-Styrylquinazolin-4(3H)-Ones
por: Agbo, Emmanuel Ndubuisi, et al.
Publicado: (2015)

Room-temperature borylation and one-pot two-step borylation/Suzuki–Miyaura cross-coupling reaction of aryl chlorides
por: Ji, Hong, et al.
Publicado: (2018)

Quinolinium 8-hydroxy-7-iodoquinoline-5-sulfonate 0.8-hydrate
por: Smith, Graham
Publicado: (2012)

Synthesis and Photophysical Properties of 2-Aryl-6,8-bis(arylethenyl)-4-methoxyquinolines
por: Khoza, Tebogo Ankie, et al.
Publicado: (2012)

4-Azido-2-chloro-6-methylquinoline
por: Natarajan, S., et al.
Publicado: (2009)

Synthesis and Photophysical Properties of Polycarbo-Substituted Quinazolines Derived from the 2-Aryl-4-chloro-6-iodoquinazolines
por: Mphahlele, Malose Jack, et al.
Publicado: (2015)

Palladium-Mediated Synthesis of 2-([Biphenyl]-4-yloxy)quinolin-3-carbaldehydes through Suzuki–Miyaura Cross-Coupling and Their in Silico Breast Cancer Studies on the 3ERT Protein
por: Kumar, Peruru Hemanth, et al.
Publicado: (2023)

1,3-Phenylene-bridged naphthalene wheels synthesized by one-pot Suzuki–Miyaura coupling and the complex of the hexamer with C(60)
por: Mei, Peifeng, et al.
Publicado: (2018)

In Vitro α-Glucosidase and α-Amylase Inhibition, Cytotoxicity and Free Radical Scavenging Profiling of the 6-Halogeno and Mixed 6,8-Dihalogenated 2-Aryl-4-methyl-1,2-dihydroquinazoline 3-Oxides
por: Magwaza, Nontokozo M., et al.
Publicado: (2023)

Suzuki–Miyaura cross-coupling reaction of 1-aryltriazenes with arylboronic acids catalyzed by a recyclable polymer-supported N-heterocyclic carbene–palladium complex catalyst
por: Nan, Guangming, et al.
Publicado: (2010)

Application of the Suzuki-Miyaura Reaction in the Synthesis of Flavonoids
por: Selepe, Mamoalosi A., et al.
Publicado: (2013)

Three-component vicinal-diarylation of alkenes via direct transmetalation of arylboronic acids
por: Zhang, Yun, et al.
Publicado: (2019)

Autocatalytic photoredox Chan-Lam coupling of free diaryl sulfoximines with arylboronic acids
por: Wang, Cong, et al.
Publicado: (2021)

Molecular Iodine-Mediated Cyclization of Tethered Heteroatom-Containing Alkenyl or Alkynyl Systems
por: Mphahlele, Malose Jack
Publicado: (2009)

Molecular Iodine—An Expedient Reagent for Oxidative Aromatization Reactions of α,β-Unsaturated Cyclic Compounds
por: Mphahlele, Malose Jack
Publicado: (2009)

Synthesis, Structural and Biological Properties of the Ring-A Sulfonamido Substituted Chalcones: A Review
por: Mphahlele, Malose J.
Publicado: (2021)

Exploring Biological Activity of 4-Oxo-4H-furo[2,3-h]chromene Derivatives as Potential Multi-Target-Directed Ligands Inhibiting Cholinesterases, β-Secretase, Cyclooxygenase-2, and Lipoxygenase-5/15
por: Mphahlele, Malose J., et al.
Publicado: (2019)

Synthesis and In Vitro Cytotoxicity of the 4-(Halogenoanilino)-6-bromoquinazolines and Their 6-(4-Fluorophenyl) Substituted Derivatives as Potential Inhibitors of Epidermal Growth Factor Receptor Tyrosine Kinase
por: Mphahlele, Malose Jack, et al.
Publicado: (2017)

Novel 2,3-Dihydro-1H-pyrrolo[3,2,1-ij]quinazolin-1-ones: Synthesis and Biological Evaluation
por: Mphahlele, Malose J., et al.
Publicado: (2016)

Synthesis and In Vitro Cytotoxic Properties of Polycarbo-Substituted 4-(Arylamino)quinazolines
por: Paumo, Hugues Kamdem, et al.
Publicado: (2016)

Regioselective Suzuki-Miyaura Reaction: Application to the Microwave-promoted Synthesis of 4,7-Diarylquinazolines
por: Kabri, Youssef, et al.
Publicado: (2010)

Synthesis and Evaluation of the 4-Substituted 2-Hydroxy-5-Iodochalcones and Their 7-Substituted 6-Iodoflavonol Derivatives for Inhibitory Effect on Cholinesterases and β-Secretase
por: Mphahlele, Malose J., et al.
Publicado: (2018)

Nickel-catalyzed Suzuki–Miyaura cross-couplings of aldehydes
por: Guo, Lin, et al.
Publicado: (2019)

Recent Developments in the Suzuki-Miyaura Reaction: 2010–2014
por: Maluenda, Irene, et al.
Publicado: (2015)

Enantio‐ and Diastereoselective Suzuki–Miyaura Coupling with Racemic Bicycles
por: Goetzke, F. Wieland, et al.
Publicado: (2019)

Palladium-catalyzed Suzuki-Miyaura coupling of thioureas or thioamides
por: Mai, Shaoyu, et al.
Publicado: (2019)

Cannot write session to /tmp/vufind_sessions/sess_dqlc8uc1pu3580c011csortbl2