Palladium-Catalyzed Decarbonylative Alkylation of Acyl Fluorides.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.0c00542
Abstract: Palladium-catalyzed decarbonylative alkylation reactions of acyl fluorides have been developed using alkylboranes having β-hydrogens. A wide range of functional groups were well tolerated, even at the high temperature required for decarbonylation. This protocol provides a… read more here.
Keywords: catalyzed decarbonylative; acyl fluorides; palladium catalyzed; decarbonylative alkylation ... See more keywords
Synthesis of Acyl Fluorides via DAST-Mediated Fluorinative C-C Bond Cleavage of Activated Ketones.
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DOI: 10.1021/acs.orglett.0c02603
Abstract: A new protocol for preparation of acyl fluorides was developed by recognizing activated ketones as starting materials. The method provides a different scope compared with previously reported methods that employ carboxylic acids as substrates. A… read more here.
Keywords: activated ketones; bond cleavage; acyl fluorides; fluorinative bond ... See more keywords
Elemental Sulfur-Mediated Transformation of Carboxylic Acids to Acyl Fluorides by Electrophilic Fluorinating Reagent, Selectfluor.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c00701
Abstract: The elemental sulfur-mediated synthesis of acyl fluorides from carboxylic acids is achieved using Selectfluor. A broad range of acyl fluorides are accessible from carboxylic acids while avoiding the formation of acid anhydrides. 19F NMR spectra… read more here.
Keywords: sulfur mediated; selectfluor; acyl fluorides; mediated transformation ... See more keywords
1,2-Acylcyanation of Styrenes by Photoinduced Nickel Catalysis to Generate Acyl Radicals from Acyl Fluorides.
Sign Up to like & getrecommendations! Published in 2025 at "Organic letters"
DOI: 10.1021/acs.orglett.5c00761
Abstract: We report herein a photoinduced nickel-catalyzed 1,2-acylcyanation of styrenes with acyl fluorides and trimethylsilyl cyanide (TMSCN). Nickel(II) acyl complexes, formed from nickel(0) complexes and acyl fluorides, are photoexcited to generate acyl radicals via a ligand-to-metal… read more here.
Keywords: acylcyanation styrenes; acyl; generate acyl; acyl radicals ... See more keywords
Versatile Palladium-Catalyzed Approach to Acyl Fluorides and Carbonylations by Combining Visible Light- and Ligand-Driven Operations.
Sign Up to like & getrecommendations! Published in 2022 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.2c01951
Abstract: We describe the development of a general palladium-catalyzed carbonylative method to synthesize acyl fluorides from aryl, heteroaryl, alkyl, and functionalized organic halides. Mechanistic analysis suggests that the reaction proceeds via the synergistic combination of visible… read more here.
Keywords: ligand; acyl fluorides; palladium catalyzed; visible light ... See more keywords
Nickel/copper-cocatalyzed decarbonylative silylation of acyl fluorides.
Sign Up to like & getrecommendations! Published in 2019 at "Chemical communications"
DOI: 10.1039/c9cc05325e
Abstract: Ni/Cu-cocatalyzed decarbonylative silylation of acyl fluorides with silylboranes has been developed to afford various arylsilanes with high efficiency and good functional-group compatibility via carbon-fluorine bond cleavage and carbon-silicon bond formation. Such transformation can not only… read more here.
Keywords: acyl fluorides; cocatalyzed decarbonylative; acyl; decarbonylative silylation ... See more keywords
Palladium-catalyzed Decarbonylative Cyanation of Acyl Fluorides and Chlorides
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DOI: 10.1246/cl.200750
Abstract: Decarbonylative cyanation of acyl fluorides can be catalyzed by a Pd/Xantphos system. This protocol is also applicable to the conversion of acyl chlorides. read more here.
Keywords: acyl fluorides; cyanation acyl; decarbonylative cyanation; acyl ... See more keywords
Nickel-Catalyzed Decarbonylative Stannylation of Acyl Fluorides under Ligand-Free Conditions
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DOI: 10.3390/molecules24091671
Abstract: Nickel-catalyzed decarbonylative stannylation of acyl fluorides under ligand-free conditions was disclosed. A variety of aromatic acyl fluorides are capable of reacting with silylstannanes in the presence of cesium fluoride. A one-pot decarbonylative stannylation/Migita-Kosugi-Stille reaction of… read more here.
Keywords: catalyzed decarbonylative; nickel catalyzed; acyl fluorides; decarbonylative stannylation ... See more keywords
Direct synthesis of acyl fluorides from carboxylic acids using benzothiazolium reagents
Sign Up to like & getrecommendations! Published in 2024 at "Beilstein Journal of Organic Chemistry"
DOI: 10.3762/bjoc.20.82
Abstract: 2-(Trifluoromethylthio)benzothiazolium triflate (BT-SCF3) was used as deoxyfluorinating reagent for the synthesis of versatile acyl fluorides directly from the corresponding carboxylic acids. These acyl fluorides were reacted with amines in a one-pot protocol to form different… read more here.
Keywords: fluorides carboxylic; synthesis; carboxylic acids; benzothiazolium ... See more keywords