Cargando…

Unstrained C–C bond activation and directed fluorination through photocatalytically-generated radical cations

Expanding the repertoire of controlled radical fluorination techniques, we present a photosensitized unstrained C–C bond activation/directed monofluorination method using Selectfluor and 9-fluorenone. The reaction is amenable to the opening of multiple 1-acetal-2-aryl substituted rings to yield ω-fl...

Descripción completa

Detalles Bibliográficos
Autores principales:	Pitts, Cody Ross, Bloom, Michelle Sheanne, Bume, Desta Doro, Zhang, Qinze Arthur, Lectka, Thomas
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	Royal Society of Chemistry 2015
Materias:	Chemistry
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5669245/ https://www.ncbi.nlm.nih.gov/pubmed/29449927 http://dx.doi.org/10.1039/c5sc01973g

Ejemplares similares

Ketones as directing groups in photocatalytic sp(3) C–H fluorination
por: Bume, Desta Doro, et al.
Publicado: (2017)

Hydroxy-directed fluorination of remote unactivated C(sp(3))–H bonds: a new age of diastereoselective radical fluorination
por: Harry, Stefan Andrew, et al.
Publicado: (2022)

Structural proof of a [C–F–C](+) fluoronium cation
por: Hoffmann, Kurt F., et al.
Publicado: (2021)

Deconstructive Functionalization of Unstrained Cycloalkanols via Electrochemically Generated Aromatic Radical Cations
por: Harnedy, James, et al.
Publicado: (2023)

Catalytic activation of unstrained C(aryl)-C(aryl) bonds in 2,2’-biphenols
por: Zhu, Jun, et al.
Publicado: (2018)

Enantioselective Addition of Remote Alkyl Radicals to Double Bonds by Photocatalytic Proton-Coupled Electron Transfer (PCET) Deconstruction of Unstrained Cycloalkanols
por: Salaverri, Noelia, et al.
Publicado: (2022)

Radical-mediated C-C cleavage of unstrained cycloketones and DFT study for unusual regioselectivity
por: Wang, Mingyang, et al.
Publicado: (2020)

Sila-spirocyclization involving unstrained C(sp(3))−Si bond cleavage
por: Shi, Yufeng, et al.
Publicado: (2022)

Author Correction: Sila-spirocyclization involving unstrained C(sp(3))−Si bond cleavage
por: Shi, Yufeng, et al.
Publicado: (2023)

Visible light-promoted ring-opening functionalization of unstrained cycloalkanols via inert C–C bond scission
por: Wang, Dongping, et al.
Publicado: (2018)

Silver-Catalyzed Regio- and Stereoselective Formal Carbene Insertion into Unstrained C−C σ-Bonds of 1,3-Dicarbonyls
por: Liu, Zhaohong, et al.
Publicado: (2018)

Light-driven transition-metal-free direct decarbonylation of unstrained diaryl ketones via a dual C–C bond cleavage
por: Cao, Dawei, et al.
Publicado: (2022)

Photocatalytic C(sp(3)) radical generation via C–H, C–C, and C–X bond cleavage
por: Huang, Chia-Yu, et al.
Publicado: (2022)

Novel C(β)–C(γ) Bond Cleavages of Tryptophan-Containing Peptide Radical Cations
por: Song, Tao, et al.
Publicado: (2011)

Deconstructive Functionalizations of Unstrained Carbon–Nitrogen Cleavage Enabled by Difluorocarbene
por: Su, Jianke, et al.
Publicado: (2020)

Oxidative Fluorination of Heteroatoms Enabled by Trichloroisocyanuric Acid and Potassium Fluoride
por: Kraemer, Yannick, et al.
Publicado: (2022)

Fluorogenic protein labeling using a genetically encoded unstrained alkene
por: Shang, X., et al.
Publicado: (2017)

Ring-opening functionalizations of unstrained cyclic amines enabled by difluorocarbene transfer
por: Kim, Youyoung, et al.
Publicado: (2020)

Competition Between C(α)‐S and C(α)‐C(β) Bond Cleavage in β‐Hydroxysulfoxides Cation Radicals Generated by Photoinduced Electron Transfer
por: Lapi, Andrea, et al.
Publicado: (2021)

Trifluoromethanesulfonamide vs. Non-Fluorinated Sulfonamides in Oxidative Sulfamidation of the C=C Bond: An In Silico Study
por: Kuzmin, Anton V., et al.
Publicado: (2020)

Temperature-Dependent Photoluminescence Emission from Unstrained and Strained GaSe Nanosheets
por: Zhang, Duan, et al.
Publicado: (2017)

Spontaneous Water Radical Cation Oxidation at Double Bonds in Microdroplets
por: Qiu, Lingqi, et al.
Publicado: (2022)

Photocatalytic Difluoromethylation Reactions of Aromatic Compounds and Aliphatic Multiple C–C Bonds
por: Barata-Vallejo, Sebastián, et al.
Publicado: (2019)

C–C bond formation via photocatalytic direct functionalization of simple alkanes
por: Velasco-Rubio, Álvaro, et al.
Publicado: (2023)

Gas-Phase Fluorination of g-C(3)N(4) for Enhanced Photocatalytic Hydrogen Evolution
por: Sun, Lidong, et al.
Publicado: (2021)

The Close Interaction of a C−F Bond with an Amide Carbonyl: Crystallographic and Spectroscopic Characterization
por: Harry, Stefan Andrew, et al.
Publicado: (2022)

Selective C–O bond formation via a photocatalytic radical coupling strategy: access to perfluoroalkoxylated (OR(F)) arenes and heteroarenes
por: Lee, Johnny W., et al.
Publicado: (2017)

Strategies for the Photocatalytic Generation of Carbanion Equivalents for Reductant-Free C–C Bond Formations
por: Donabauer, Karsten, et al.
Publicado: (2020)

Radical and Cationic Pathways in C(sp(3))–H Bond Oxygenation by Dioxiranes of Bicyclic and Spirocyclic Hydrocarbons Bearing Cyclopropane Moieties
por: Galeotti, Marco, et al.
Publicado: (2023)

Photocatalytic Alkylation of C(sp(3))−H Bonds Using Sulfonylhydrazones
por: Pulcinella, Antonio, et al.
Publicado: (2022)

Discovery of C—C bond-forming and bond-breaking radical enzymes: enabling transformations for metabolic engineering
por: Fu, Beverly, et al.
Publicado: (2020)

Lifetime analysis of individual-atom contacts and crossover to geometric-shell structures in unstrained silver nanowires
por: Obermair, Christian, et al.
Publicado: (2011)

Investigation of mode coupling in strained and unstrained multimode step-index POFs using the Langevin equation
por: Savović, Svetislav, et al.
Publicado: (2023)

Sulfur - fluorine bond in PET radiochemistry
por: Pascali, Giancarlo, et al.
Publicado: (2017)

Fe-Catalyzed C–C Bond Construction from Olefins via Radicals
por: Lo, Julian C., et al.
Publicado: (2017)

A Minimal, Unstrained S‐Allyl Handle for Pre‐Targeting Diels–Alder Bioorthogonal Labeling in Live Cells
por: Oliveira, Bruno L., et al.
Publicado: (2016)

Selective photocatalytic C–C bond cleavage under ambient conditions with earth abundant vanadium complexes
por: Gazi, Sarifuddin, et al.
Publicado: (2015)

Metal-free direct alkylation of unfunctionalized allylic/benzylic sp(3) C–H bonds via photoredox induced radical cation deprotonation
por: Zhou, Rong, et al.
Publicado: (2017)

Remote Radical Desaturation of Unactivated C−H Bonds in Amides
por: Xia, Yong, et al.
Publicado: (2021)

Site-selective (18)F fluorination of unactivated C–H bonds mediated by a manganese porphyrin
por: Liu, Wei, et al.
Publicado: (2017)

Cannot write session to /tmp/vufind_sessions/sess_iuitj3jtui5ql32unhofvt7t5a