Cargando…

Palladium(II)-Catalyzed Annulation between ortho-Alkenylphenols and Allenes. Key Role of the Metal Geometry in Determining the Reaction Outcome

[Image: see text] 2-Alkenylphenols react with allenes, upon treatment with catalytic amounts of Pd(II) and Cu(II), to give benzoxepine products in high yields and with very good regio- and diastereoselectivities. This contrasts with the results obtained with Rh catalysts, which provided chromene-lik...

Descripción completa

Detalles Bibliográficos
Autores principales:	Casanova, Noelia, Del Rio, Karina P., García-Fandiño, Rebeca, Mascareñas, José L., Gulías, Moisés
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	American Chemical Society 2016
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5084065/ https://www.ncbi.nlm.nih.gov/pubmed/27807509 http://dx.doi.org/10.1021/acscatal.6b00739

Ejemplares similares

Rhodium(III)-Catalyzed Dearomatizing (3 + 2) Annulation of 2-Alkenylphenols and Alkynes
por: Seoane, Andrés, et al.
Publicado: (2014)

Rhodium(III)-Catalyzed Intramolecular Annulations of Acrylic and Benzoic Acids to Alkynes
por: F. Fernández, David, et al.
Publicado: (2019)

Palladium-Catalyzed, Enantioselective Formal Cycloaddition between Benzyltriflamides and Allenes: Straightforward Access to Enantioenriched Isoquinolines
por: Vidal, Xandro, et al.
Publicado: (2019)

Transition‐Metal‐Catalyzed Annulations Involving the Activation of C(sp(3))−H Bonds
por: Font, Marc, et al.
Publicado: (2021)

Rh(iii)-Catalyzed [5 + 1] annulation of 2-alkenylanilides and 2-alkenylphenols with allenyl acetates
por: Singh, Anurag, et al.
Publicado: (2022)

Kinetic Resolution of Allyltriflamides through a Pd-Catalyzed C–H Functionalization with Allenes: Asymmetric Assembly of Tetrahydropyridines
por: González, José Manuel, et al.
Publicado: (2021)

Axially Chiral 2-Hydroxybiaryls by Palladium-Catalyzed Enantioselective C–H Activation
por: Losada, Pablo, et al.
Publicado: (2023)

Skeletal diversity in Pt- and Au-catalyzed annulations of allenedienes: dissecting unconventional mechanistic pathways
por: Nelson, Ronald, et al.
Publicado: (2020)

Palladium-catalyzed regioselective hydrosulfonylation of allenes with sulfinic acids
por: Li, Luan-Ying, et al.
Publicado: (2022)

Construction of Phenanthridinone Skeletons through Palladium-Catalyzed Annulation
por: Geng, Xin, et al.
Publicado: (2023)

Enantioselective palladium-catalyzed diboration of 1,1-disubstituted allenes
por: Liu, Jiawang, et al.
Publicado: (2017)

Olefin‐Directed Palladium‐Catalyzed Regio‐ and Stereoselective Oxidative Arylation of Allenes
por: Zhu, Can, et al.
Publicado: (2015)

Assembly of Tetrahydroquinolines and 2-Benzazepines by Pd-Catalyzed Cycloadditions Involving the Activation of C(sp(3))–H Bonds
por: Vidal, Xandro, et al.
Publicado: (2021)

Allenes and Derivatives in Gold(I)- and Platinum(II)-Catalyzed Formal Cycloadditions
por: Mascareñas, José L., et al.
Publicado: (2019)

Palladium-Catalyzed Decarboxylative Ortho-Acylation of Tertiary Benzamides with Arylglyoxylic Acids
por: Laha, Joydev K., et al.
Publicado: (2017)

Enantioselective synthesis of planar chiral ferrocenes via palladium-catalyzed annulation with diarylethynes
por: Shi, Yan-Chao, et al.
Publicado: (2013)

Regioselective hydroesterification of alkenes and alkenylphenols utilizing CO(2) and hydrosilane
por: Wang, Meng-Meng, et al.
Publicado: (2023)

Amide-Directed Formation of Five-Coordinate Osmium Alkylidenes from Alkynes
por: Casanova, Noelia, et al.
Publicado: (2015)

Co-catalyzed ortho-C–H functionalization/annulation of arenes and alkenes with alkynylsilanes: access to isoquinolone and pyridone motifs
por: Lin, Cong, et al.
Publicado: (2019)

Palladium-Catalyzed Decarboxylative ortho-Acylation of Anilines with Carbamate as a Removable Directing Group
por: Li, Qi-Li, et al.
Publicado: (2018)

Palladium-catalyzed allene synthesis enabled by β-hydrogen elimination from sp(2)-carbon
por: Zhang, Ge, et al.
Publicado: (2021)

A palladium-catalyzed approach to allenic aromatic ethers and first total synthesis of terricollene A
por: Huang, Chaofan, et al.
Publicado: (2021)

Chiral Ligands Based on Binaphthyl Scaffolds for Pd-Catalyzed Enantioselective C–H Activation/Cycloaddition Reactions
por: González, José Manuel, et al.
Publicado: (2022)

Palladium(II)-Catalyzed Tandem Oxidative Acetoxylation/ortho C–H Activation/Carbocyclization of Arylallenes
por: Mazuela, Javier, et al.
Publicado: (2015)

Palladium-catalyzed picolinamide-directed iodination of remote ortho-C−H bonds of arenes: Synthesis of tetrahydroquinolines
por: Nack, William A, et al.
Publicado: (2016)

π‐Extended Pleiadienes by [5+2] Annulation of 1‐Boraphenalenes and ortho‐Dihaloarenes
por: Schnitzlein, Matthias, et al.
Publicado: (2022)

Synthesis of Cross-Conjugated Polyenes via Palladium-Catalyzed Oxidative C–C Bond Forming Cascade Reactions of Allenes
por: Naidu, Veluru Ramesh, et al.
Publicado: (2020)

Palladium‐Catalyzed Tandem Cycloisomerization/Cross‐Coupling of Carbonyl‐ and Imine‐Tethered Alkylidenecyclopropanes
por: Verdugo, Felipe, et al.
Publicado: (2022)

Palladium-Catalyzed [5 + 2] Rollover Annulation of 1-Benzylpyrazoles with Alkynes: A Direct Entry to Tricyclic 2-Benzazepines
por: Suárez-Lustres, Alejandro, et al.
Publicado: (2023)

Cobalt-catalyzed enantioselective C–H/N–H annulation of aryl sulfonamides with allenes or alkynes: facile access to C–N axially chiral sultams
por: Si, Xiao-Ju, et al.
Publicado: (2023)

Alkanethiolate-Capped Palladium Nanoparticles for Regio- and Stereoselective Hydrogenation of Allenes
por: Chen, Ting-An, et al.
Publicado: (2018)

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

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)

Gold-catalyzed intermolecular hydroamination of allenes with sulfonamides
por: Zhang, Chen, et al.
Publicado: (2013)

Nickel-catalyzed acylzincation of allenes with organozincs and CO
por: Wu, Xianqing, et al.
Publicado: (2023)

Organophosphine-Catalyzed [4C+X] Annulations
por: Li, Yangyan, et al.
Publicado: (2018)

Regioselective Allene Hydroarylation via One-Pot Allene Hydrosilylation/Pd-Catalyzed Cross-Coupling
por: Miller, Zachary D., et al.
Publicado: (2014)

Boron-Catalyzed, Diastereo- and Enantioselective Allylation of Ketones with Allenes
por: Nicholson, Kieran, et al.
Publicado: (2022)

Palladium(II)-Catalyzed Regioselective Ortho Arylation of sp(2) C—H Bonds of N-Aryl-2-amino Pyridine Derivatives
por: Koley, Moumita, et al.
Publicado: (2012)

Palladium-catalyzed ortho-halogenations of acetanilides with N-halosuccinimides via direct sp(2) C–H bond activation in ball mills
por: Liu, Zi, et al.
Publicado: (2018)

Cannot write session to /tmp/vufind_sessions/sess_kn4sb1p9so6koptnbmq4ptfv82