Organic Letters, Год журнала: 2024, Номер unknown
Опубликована: Ноя. 26, 2024
Herein is described the first synthesis of SF
Язык: Английский
Synthesis, Год журнала: 2024, Номер unknown
Опубликована: Авг. 9, 2024
Abstract This review article outlines the literature from 2022 to 2024 covering developments in SF5 chemistry. Recent synthetic methodologies of SF5-containing building blocks are reported. These methods include synthesis SF5Cl and its use pentafluorosulfanylation reactions oxidative fluorination reactions. Moreover, reactivity SF5-alkynes as versatile platform access new SF5-compounds is described. Finally, effects moiety highlighted according application different fields, such biological/medicinal chemistry, catalysis, material sciences. 1 Introduction 2 Access SF5-Containing Building Blocks 2.1 By Means 2.1.1 Generation 2.2 Oxidative Fluorination 2.3 SF5-Alkynes 2.4 Other Miscellaneous Aromatic Aliphatic SF5-Compounds 3 Applications 3.1 Medicinal Biological Chemistry 3.2 Material Science 3.3 Catalysis 4 Conclusion
Язык: Английский
Процитировано
7
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Март 18, 2025
Herein for the first time, we disclose a practical and straightforward approach to access α-SF5 ketones via direct oxypentafluorosulfanylation of alkynes with SF5Cl oxygen under acidic conditions by one step. The protocol features mild reaction conditions, broad substrate scope, good functional group compatibility can be applied late-state functionalization complex natural products pharmaceuticals. A radical mechanism involving SF5 addition triple bonds followed O2 capture is proposed.
Язык: Английский
Процитировано
1
Nature Communications, Год журнала: 2024, Номер 15(1)
Опубликована: Ноя. 9, 2024
Fluorinated or fluoroalkylated alcohols are common structural motifs in biologically active molecules, natural products, and pharmaceuticals. However, pentafluorosulfanyl (SF
Язык: Английский
Процитировано
6
ACS Catalysis, Год журнала: 2024, Номер 14(18), С. 14048 - 14057
Опубликована: Сен. 10, 2024
Язык: Английский
Процитировано
3
The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(21), С. 15941 - 15952
Опубликована: Окт. 24, 2024
We disclose herein an efficient and facile method for the synthesis of SF5-containing isoquinolinediones with all-carbon quaternary stereocenter via intramolecular pentafluorosulfanylation acrylamides using SF5Cl as a reagent. The protocol proceeds under mild reaction conditions enjoys broad substrate scope, wide functional group compatibility, high atom- step-economy. A radical mechanism involving SF5 cascade addition/cyclization is proposed.
Язык: Английский
Процитировано
3
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Март 11, 2025
The SF5O group has been less explored as a highly fluorinated substituent on an organic framework. In fact, only few SF5O-containing compounds have reported, and the preparation of relied hazardous reagents special apparatuses. Herein we describe safe efficient access to various pentafluoro(aryloxy)-λ6-sulfanes (ArOSF5) through reaction hypervalent λ3-chlor(brom)anes with [Et3MeN]+[OSF5]−. synthetic application potentials ArOSF5 moieties were demonstrated by inertness OSF5 in presence palladium catalysts, alkalis, nucleophiles.
Язык: Английский
Процитировано
0
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Май 21, 2025
A nickel-catalyzed reductive 1,4-alkylacylation of 1,3-enynes has been established using nonactivated tertiary alkyl bromides and aromatic anhydrides as dual electrophiles. This protocol enables efficient assembly tetrasubstituted allenyl ketones with high chemo- regioselectivity. Mechanistic insights reveal the radical relay process involving synergistic interactions nickel zinc. The ketone products serve modular building blocks, particularly for constructing fully carbon-substituted furans via Au-catalyzed cycloisomerization selective 1,2-aryl migration, enhancing synthetic practicality.
Язык: Английский
Процитировано
0
The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown
Опубликована: Май 30, 2025
The incorporation of the pentafluorosulfanyl (SF5) group into organic molecules is highly significant due to its unique physicochemical properties and potential applications in pharmaceuticals agrochemicals. However, general efficient methods for synthesis benzylic SF5-containing compounds remain unexplored. Herein, we report a series 2-(pentafluorosulfanyl)methyl benzophenones via insertion arynes C-C σ-bond α-pentafluorosulfanyl ketones. This transition-metal-free reaction proceeds under mild conditions with high regioselectivity good functional tolerance, as demonstrated by 21 examples.
Язык: Английский
Процитировано
0
Comptes Rendus Chimie, Год журнала: 2024, Номер 27(G1), С. 227 - 240
Опубликована: Ноя. 7, 2024
In the dynamic field of pentafluorosulfanyl (SF5) chemistry, SF5-alkynes have emerged as essential, readily accessible, and modular building blocks for construction a wide variety SF5-containing molecules. This polarized platform has been used to perform highly regio-, chemo-, stereoselective transformations such heterocycle synthesis, cycloaddition, hydroelementation reactions. brief review provides an overview recent developments in synthesis reactivity SF5-alkynes, which are fascinating that yet reveal their full synthetic potential. Dans le domaine dynamique de la chimie du groupement pentafluorosulfanyle (SF5), les alcynes SF5 sont apparus comme des éléments base essentiels, facilement accessibles et modulaires pour d'une grande variété molécules contenant SF5. Cette plateforme polarisée été utilisée effectuer hautement régio-, chimio- stéréosélectives telles que synthèse d'hétérocycles, réactions cycloaddition d'hydroélémentation. brève revue présente un aperçu dernières avancées concernant réactivité SF5, briques élémentaires qui n'ont pas encore révélé tout leur potentiel synthèse.
Процитировано
2
Organic Letters, Год журнала: 2024, Номер unknown
Опубликована: Ноя. 26, 2024
Herein is described the first synthesis of SF
Язык: Английский
Процитировано
0