Cargando…

Designing Homogeneous Copper-Free Sonogashira Reaction through a Prism of Pd–Pd Transmetalation

[Image: see text] Simultaneous introduction of two different palladium (pre)catalysts, one tuned to promote oxidative addition to (hetero)aryl bromide and another to activate terminal alkyne substrate, leads to productive Pd–Pd transmetalation, subsequent reductive elimination, and formation of disu...

Descripción completa

Detalles Bibliográficos
Autores principales:	Martek, Bruno A., Gazvoda, Martin, Urankar, Damijana, Košmrlj, Janez
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	American Chemical Society 2020
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7341530/ https://www.ncbi.nlm.nih.gov/pubmed/32379458 http://dx.doi.org/10.1021/acs.orglett.0c01227

Ejemplares similares

Mechanism of copper-free Sonogashira reaction operates through palladium-palladium transmetallation
por: Gazvoda, Martin, et al.
Publicado: (2018)

Synthesis of Bis(1,2,3-Triazole) Functionalized Quinoline-2,4-Diones †
por: Milićević, David, et al.
Publicado: (2018)

Copper(I)-Catalyzed [ 3+ 2] Cycloaddition of 3-Azidoquinoline-2,4(1H,3H)-diones with Terminal Alkynes (†)
por: Kafka, Stanislav, et al.
Publicado: (2011)

Copper-free Sonogashira cross-coupling reactions: an overview
por: Mohajer, Fatemeh, et al.
Publicado: (2021)

Pd-Catalyzed Organometallic-Free Homologation of Arylboronic Acids Enabled by Chemoselective Transmetalation
por: Bastick, Kane A. C., et al.
Publicado: (2023)

Room-Temperature, Copper-Free Sonogashira Reactions Facilitated by Air-Stable, Monoligated Precatalyst [DTBNpP] Pd(crotyl)Cl
por: Pohida, Katherine, et al.
Publicado: (2018)

Elucidating the reaction mechanism of a palladium-palladium dual catalytic process through kinetic studies of proposed elementary steps
por: Ivančič, Anže, et al.
Publicado: (2023)

Pyridine Wingtip in [Pd(Py-tzNHC)(2)](2+) Complex Is a Proton Shuttle in the Catalytic Hydroamination of Alkynes
por: Virant, Miha, et al.
Publicado: (2020)

Advances and mechanistic insight on the catalytic Mitsunobu reaction using recyclable azo reagents
por: Hirose, Daisuke, et al.
Publicado: (2016)

Pd NPs supported on halloysite functionalized with Schiff base as an efficient catalyst for Sonogashira reaction
por: Daraie, Mansoureh, et al.
Publicado: (2021)

Pd-Catalyzed Aerobic Oxidative Coupling of Arenes: Evidence for Transmetalation between Two Pd(II)-Aryl Intermediates
por: Wang, Dian, et al.
Publicado: (2014)

Synthesis of C4-alkynylisoxazoles via a Pd-catalyzed Sonogashira cross-coupling reaction
por: Yang, Wen, et al.
Publicado: (2019)

Copper-catalyzed Sonogashira reactions: advances and perspectives since 2014
por: Arundhathi, Koduvarathodi Vadakkethil, et al.
Publicado: (2023)

ppm Pd-catalyzed, Cu-free Sonogashira couplings in water using commercially available catalyst precursors
por: Jin, Bo, et al.
Publicado: (2019)

Incorporating Domain Knowledge and Structure-Based Descriptors for Machine Learning: A Case Study of Pd-Catalyzed Sonogashira Reactions
por: Chan, Kalok, et al.
Publicado: (2023)

Palladium-Catalyzed Mizoroki–Heck and Copper-Free Sonogashira Coupling Reactions in Water Using Thermoresponsive Polymer Micelles
por: Suzuki, Noriyuki, et al.
Publicado: (2021)

TiO(2)-Modified Montmorillonite-Supported Porous Carbon-Immobilized Pd Species Nanocomposite as an Efficient Catalyst for Sonogashira Reactions
por: Chen, Yuli, et al.
Publicado: (2023)

Surface‐Plasmon‐Enhanced Transmetalation between Copper and Palladium Nanoparticle Catalyst
por: Liu, Xin, et al.
Publicado: (2022)

Sonogashira–Hagihara reactions of halogenated glycals
por: Koester, Dennis C, et al.
Publicado: (2012)

Photoinduced inverse Sonogashira coupling reaction
por: Zhang, Lizhu, et al.
Publicado: (2022)

Transmetalation Reactions Triggered by Electron Transfer between Organocopper Complexes
por: Lozano-Lavilla, Olmo, et al.
Publicado: (2021)

Room-Temperature, Copper-Free, and Amine-Free Sonogashira Reaction in a Green Solvent: Synthesis of Tetraalkynylated Anthracenes and In Vitro Assessment of Their Cytotoxic Potentials
por: Islam, Khadimul, et al.
Publicado: (2023)

Copper adorned magnetic nanoparticles as a heterogeneous catalyst for Sonogashira coupling reaction in aqueous media
por: Sheikh, Safoora, et al.
Publicado: (2022)

A General Synthesis of Cross-Conjugated Enynones through Pd Catalyzed Sonogashira Coupling with Triazine Esters
por: Lin, Dezhi, et al.
Publicado: (2023)

Mechanism of the Transmetalation of Organosilanes to Gold
por: Falivene, Laura, et al.
Publicado: (2015)

Ex situ generation of stoichiometric HCN and its application in the Pd-catalysed cyanation of aryl bromides: evidence for a transmetallation step between two oxidative addition Pd-complexes
por: Kristensen, Steffan K., et al.
Publicado: (2017)

Pd/C-catalyzed, copper-free Sonogashira coupling: one-pot synthesis of 1-aryl-4-(2-phenylethynyl)[1,2,4]triazolo[4,3-a]quinoxalines in water
por: Bakherad, Mohammad, et al.
Publicado: (2013)

Database Independent Automated Structure Elucidation of Organic Molecules Based on IR, (1)H NMR, (13)C NMR, and MS Data
por: Pesek, Matevž, et al.
Publicado: (2020)

New Bioconjugated Technetium and Rhenium Folates Synthesized by Transmetallation Reaction with Zinc Derivatives
por: Borràs, Jordi, et al.
Publicado: (2021)

A Redox Transmetalation Step in Nickel-Catalyzed C–C Coupling Reactions
por: Green, Kerry-Ann, et al.
Publicado: (2023)

Copper-Catalyzed Homocoupling of Boronic Acids: A Focus on B-to-Cu and Cu-to-Cu Transmetalations
por: Salamé, Aude, et al.
Publicado: (2022)

Morphing Natural Product Platensimycin via Heck, Sonogashira, and One-Pot Sonogashira/Cycloaddition Reactions to Produce Antibiotics with In Vivo Activity
por: Deng, Youchao, et al.
Publicado: (2022)

NMR Investigation of the Copper(II)-Ciprofloxacin System
por: Turel, Iztok, et al.
Publicado: (1999)

Fast Heck–Cassar–Sonogashira (HCS) Reactions in Green Solvents
por: Ferrazzano, L., et al.
Publicado: (2020)

Recent developments and trends in the iron- and cobalt-catalyzed Sonogashira reactions
por: Amrutha, Surendran, et al.
Publicado: (2022)

Novel ultra-small Pd NPs on SOS spheres: a new catalyst for domino intramolecular Heck and intermolecular Sonogashira couplings
por: Lakshminarayana, Bhairi, et al.
Publicado: (2020)

Practical synthesis of aryl-2-methyl-3-butyn-2-ols from aryl bromides via conventional and decarboxylative copper-free Sonogashira coupling reactions
por: Caporale, Andrea, et al.
Publicado: (2014)

Green synthesis of graphene oxide (GO)-anchored Pd/Cu bimetallic nanoparticles using Ocimum sanctum as bio-reductant: an efficient heterogeneous catalyst for the Sonogashira cross-coupling reaction
por: Sultana, Samim, et al.
Publicado: (2020)

Synthesis of d-glyco-alkynone derivatives via carbonylative Sonogashira reaction
por: Darbem, Mariana P., et al.
Publicado: (2019)

Correction: A novel, efficient and magnetically recyclable Cu–Ni bimetallic nanocomposite as a highly active bifunctional catalyst for Pd-free Sonogashira and C–N cross-coupling reactions: a combined theoretical and experimental study
por: Nasseri, Mohammad Ali, et al.
Publicado: (2023)

Cannot write session to /tmp/vufind_sessions/sess_al8b8ujqoci45moqgitb2b6389