Cargando…

Successive C–C bond cleavage, fluorination, trifluoromethylthio- and pentafluorophenylthiolation under metal-free conditions to provide compounds with dual fluoro-functionalization

The selective C–C bond cleavage and simultaneous formation of two C–F bonds and one C–S bond in β-keto esters with nucleophilic fluorination reagents such as DAST under metal-free/catalyst-free conditions is disclosed. Double fluorination at two remote carbons with additional dialkylamino-sulfenylat...

Descripción completa

Detalles Bibliográficos
Autores principales:	Saidalimu, Ibrayim, Suzuki, Shugo, Tokunaga, Etsuko, Shibata, Norio
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	Royal Society of Chemistry 2016
Materias:	Chemistry
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5968529/ https://www.ncbi.nlm.nih.gov/pubmed/29899937 http://dx.doi.org/10.1039/c5sc04208a

Ejemplares similares

Surprising Base Pairing and Structural Properties of 2′-Trifluoromethylthio-Modified Ribonucleic Acids
por: Košutić, Marija, et al.
Publicado: (2014)

Cleavage of a carbon–fluorine bond by an engineered cysteine dioxygenase
por: Li, Jiasong, et al.
Publicado: (2018)

Enantioselective fluorination of α-branched aldehydes and subsequent conversion to α-hydroxyacetals via stereospecific C–F bond cleavage
por: Shibatomi, Kazutaka, et al.
Publicado: (2016)

Synthesis of fluoro-functionalized diaryl-λ(3)-iodonium salts and their cytotoxicity against human lymphoma U937 cells
por: Das, Prajwalita, et al.
Publicado: (2018)

Biological evaluation of both enantiomers of fluoro-thalidomide using human myeloma cell line H929 and others
por: Tokunaga, Etsuko, et al.
Publicado: (2017)

Oxidative C−C bond cleavage of lignin via electrocatalysis
por: Huang, Jinshu, et al.
Publicado: (2022)

Decarboxylative oxidation-enabled consecutive C-C bond cleavage
por: Li, Ruining, et al.
Publicado: (2022)

Reductive Coupling of (Fluoro)pyridines by Linear 3d‐Metal(I) Silylamides of Cr–Co: A Tale of C−C Bond Formation, C−F Bond Cleavage and a Pyridyl Radical Anion
por: Müller, Igor, et al.
Publicado: (2021)

Photoredox-catalyzed C–C bond cleavage of cyclopropanes for the formation of C(sp(3))–heteroatom bonds
por: Ge, Liang, et al.
Publicado: (2022)

Self-disproportionation of enantiomers of thalidomide and its fluorinated analogue via gravity-driven achiral chromatography: mechanistic rationale and implications
por: Maeno, Mayaka, et al.
Publicado: (2015)

Regioisomer-Free C(4h) β-Tetrakis(tert-butyl)metallo-phthalocyanines: Regioselective Synthesis and Spectral Investigations
por: Iida, Norihito, et al.
Publicado: (2015)

Selective Dealkenylative Functionalization of Styrenes via C-C Bond Cleavage
por: Liu, Jianzhong, et al.
Publicado: (2020)

Corrigendum: Regioisomer-Free C(4h) β-Tetrakis(tert-butyl)metallo-phthalocyanines: Regioselective Synthesis and Spectral Investigations
por: Iida, Norihito, et al.
Publicado: (2015)

Stille coupling via C–N bond cleavage
por: Wang, Dong-Yu, et al.
Publicado: (2016)

Reductive cleavage of C[double bond, length as m-dash]C bonds as a new strategy for turn-on dual fluorescence in effective sensing of H(2)S
por: Wang, Chunfei, et al.
Publicado: (2018)

Gold-Catalyzed Synthesis of Tetrazoles from Alkynes by C=C Bond Cleavage**
por: Gaydou, Morgane, et al.
Publicado: (2013)

Cross-coupling polycondensation via C–O or C–N bond cleavage
por: Yang, Ze-Kun, et al.
Publicado: (2018)

Theoretical study on the glycosidic C–C bond cleavage of 3’’-oxo-puerarin
por: Choi, Jongkeun, et al.
Publicado: (2023)

Unstrained C–C bond activation and directed fluorination through photocatalytically-generated radical cations
por: Pitts, Cody Ross, et al.
Publicado: (2015)

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)

Chemo‐ and Site‐Selective Electro‐Oxidative Alkane Fluorination by C(sp(3))−H Cleavage
por: Stangier, Maximilian, et al.
Publicado: (2022)

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)

Cation versus Radical: Studies on the C/O Regioselectivity in Electrophilic Tri-, Di- and Monofluoromethylations of β-Ketoesters
por: Yang, Yu-Dong, et al.
Publicado: (2012)

Preparation, properties, and technology of fluorine and organic fluoro compounds
por: Slesser, Charles
Publicado: (1951)

Copper-catalyzed aerobic radical C–C bond cleavage of N–H ketimines
por: Tnay, Ya Lin, et al.
Publicado: (2015)

Transition-metal free C–C bond cleavage/borylation of cycloketone oxime esters
por: Zhang, Jin-Jiang, et al.
Publicado: (2018)

Radical-mediated C-S bond cleavage in C2 sulfonate degradation by anaerobic bacteria
por: Xing, Meining, et al.
Publicado: (2019)

Practical Catalytic Cleavage of C(sp(3))−C(sp(3)) Bonds in Amines
por: Li, Wu, et al.
Publicado: (2019)

Iron-Catalyzed Asymmetric Hydrosilylation of Vinylcyclopropanes via Stereospecific C-C Bond Cleavage
por: Chen, Chenhui, et al.
Publicado: (2020)

Metal-free tandem carbene N–H insertions and C–C bond cleavages
por: Chen, Pu, et al.
Publicado: (2020)

Alkyl Radical Generation via C–C Bond Cleavage in 2-Substituted Oxazolidines
por: Luguera Ruiz, Adrián, et al.
Publicado: (2022)

Recent Advances in Molecule Synthesis Involving C-C Bond Cleavage of Ketoxime Esters
por: Chen, Pu, et al.
Publicado: (2023)

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

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)

Photoinduced Remote Functionalisations by Iminyl Radical Promoted C−C and C−H Bond Cleavage Cascades
por: Dauncey, Elizabeth M., et al.
Publicado: (2017)

Structures of the alkanesulfonate monooxygenase MsuD provide insight into C–S bond cleavage, substrate scope, and an unexpected role for the tetramer
por: Liew, Jeremy J.M., et al.
Publicado: (2021)

Controlling reaction pathways of selective C–O bond cleavage of glycerol
por: Wan, Weiming, et al.
Publicado: (2018)

Catalytic Carbochlorocarbonylation of Unsaturated Hydrocarbons via C−COCl Bond Cleavage
por: Denton, Elliott H., et al.
Publicado: (2021)

Graphene-catalyzed formation of C≡N bonds via cleavage of C-C and N-O bonds in ethanol and nitrate under room temperature
por: Xiao, Ding, et al.
Publicado: (2018)

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

Cannot write session to /tmp/vufind_sessions/sess_7g7eo6f201sdq8mdl78d4qjau9