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Recent Advances in C–F Bond Activation of Acyl Fluorides Directed toward Catalytic Transformations by Transition Metals, N-Heterocyclic Carbenes, or Phosphines

Synthesis, 2022
Studies on the activation of carbon–fluorine bonds have been reported intensively in recent years. Among them, acyl fluorides have been utilized as versatile reagents for acylation, arylation, and even fluorination.
Tian Tian   +3 more
semanticscholar   +1 more source

Nickel/copper-cocatalyzed decarbonylative silylation of acyl fluorides

Chemical Communications, 2019
A transformation of acyl fluorides with silylboronvianickel/copper-cocatalysed carbon–fluorine bond cleavage and a sequential decarbonylation, which provides an efficient protocol to functionalize arylsilanes, has been disclosed.
Xiu Wang   +2 more
openaire   +2 more sources

Preparations and reactions of acylated and partially acylated glycosyl fluorides

Carbohydrate Research, 1993
Abstract Partial acylation of glycosyl fluorides in the galacto (2 and 3) and gluco series (8–10) is readily achieved. Attempts to further alkylate these acyl derivatives failed. Treatment of 2 with Lewis acid, however, provided a facile route to the 1,4-anhydro derivative 5 . Lewis acid-mediated glycosylation of 2-acetamido-3,4,6-tri- O -
Joachim Thiem, Matthias Wiesner
openaire   +1 more source

Acyl Fluorides from Carboxylic Acids, Aldehydes, or Alcohols under Oxidative Fluorination.

Organic Letters, 2021
We describe a novel reagent system to obtain acyl fluorides directly from three different functional group precursors: carboxylic acids, aldehydes, or alcohols.
Yumeng Liang   +3 more
semanticscholar   +1 more source

Dual NHC/Organophotoredox-Catalyzed Radical Phosphinoylacylation of Alkenes with Acyl Fluorides and H-Phosphine Oxides.

Journal of Organic Chemistry
A dual NHC/photoredox-catalyzed radical phosphinoylacylation of alkenes has been developed with organic dye Eosin Y as organophotocatalyst under green light irradiation.
Rong Yang   +4 more
semanticscholar   +1 more source

Nickel-Catalyzed Decarbonylative Thioetherification of Acyl Fluorides via C–F Bond Activation

Synthesis, 2021
Nickel-catalyzed decarbonylative thioetherification of acyl fluorides has been developed. This transformation allows an array of acyl fluorides to react with thiophenols. A wide range of functional groups are well tolerated and the corresponding sulfides
Y. Nishihara, J.‐Z. You, Qian Chen
semanticscholar   +1 more source

Quick and easy acyl fluorides

C&EN Global Enterprise, 2017
Tetramethylammonium trifluoromethylthiolate, [N(CH3)4]SCF3, is a mouthful to say, but the inexpensive, bench-stable, and easy-to-use salt has been impressing chemists over the past few years for its versatility in adding SCF3 groups to molecules and as a fluorinating reagent.
openaire   +1 more source

Palladium/Copper-Cocatalyzed Arylsilylation of Internal Alkynes with Acyl Fluorides and Silylboranes: Synthesis of Tetrasubstituted Alkenylsilanes by Three-Component Coupling Reaction.

Organic Letters, 2021
In this Letter, the palladium/copper-cocatalyzed arylsilylation of internal alkynes with acyl fluorides and silylboranes is described. This is the first example in which acyl fluorides have been utilized for the three-component coupling reaction via ...
Qian Chen, Zhenyao Li, Y. Nishihara
semanticscholar   +1 more source

Visible-light-mediated decarboxylative umpolung strategy to carbamoyl/acyl fluorides in buffer medium: Expedient access to unsymmetrical urea/amides and lysine-selective bioconjugation

Green Chemistry
Acyl halides particularly, acyl chlorides are indispensable yet highly reactive electrophile that hydrolyses spontaneously in water or even with aerial moisture.
Subhodeep Das   +4 more
semanticscholar   +1 more source

Gram-Scale Preparation of Acyl Fluorides and Their Reactions with Hindered Nucleophiles

Synthesis, 2021
A series of acyl fluorides was synthesized at 100 mmol scale using phase-transfer-catalyzed halogen exchange between acyl chlorides and aqueous bifluoride solution.
Michał Tryniszewski, M. Barbasiewicz
semanticscholar   +1 more source

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