848348-08-3Relevant academic research and scientific papers
Nickel-Catalyzed Reductive Coupling for Transforming Unactivated Aryl Electrophiles into β-Fluoroethylarenes
Yang, Yi,Luo, Gen,Li, Youlin,Tong, Xia,He, Mengmeng,Zeng, Hongyao,Jiang, Yan,Liu, Yingle,Zheng, Yubin
supporting information, p. 156 - 162 (2019/12/24)
We report herein a facile synthetic method for converting unactivated (hetero)aryl electrophiles into β-fluoroethylated (hetero)arenes via nickel-catalyzed reductive cross-couplings. This coupling reaction features the involvement of FCH2CHsub
Method for preparing monofluoroalkyl substituted aromatic compound through reductive coupling
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Paragraph 0065-0067, (2020/02/27)
The invention discloses a method for preparing a monofluoroalkyl substituted aromatic compound through reductive coupling. The preparation method comprises the steps: monofluoroalkyl halogenated hydrocarbon and an unactivated (hetero) aryl electrophilic r
Exploiting the trifluoroethyl group as a precatalyst ligand in nickel-catalyzed Suzuki-type alkylations
Yang, Yi,Zhou, Qinghai,Cai, Junjie,Xue, Teng,Liu, Yingle,Jiang, Yan,Su, Yumei,Chung, Lungwa,Vicic, David A.
, p. 5275 - 5282 (2019/05/29)
We report herein the exploitment of the partially fluorinated trifluoroethyl as precatalyst ligands in nickel-catalyzed Suzuki-type alkylation and fluoroalkylation coupling reactions. Compared with the [LnNiII(aryl)(X)] precatalysts, the unique characters of bis-trifluoroethyl ligands imparted precatalyst [(bipy)Ni(CH2CF3)2] with bench-top stability, good solubilities in organic media and interesting catalytic activities. Preliminary mechanistic studies reveal that an eliminative extrusion of a vinylidene difluoride (VDF, CH2CF2) mask from [(bipy)Ni(CH2CF3)2] is a critical step for the initiation of a catalytic reaction.
A monofluorophosphate ethyl substituted aromatic compound preparation method (by machine translation)
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Paragraph 0149-0153, (2018/04/02)
The present invention provides a mono ethyl substituted aromatic compound preparation method, which belongs to the technical field of preparation of fluorine-containing organic molecules. The preparation method is the reaction solvent and under the nitrogen atmosphere, in order to 1 - fluoro - 2 - ethyl iodide and through the weak base after activating the aryl boric acid as the raw material, the nickel catalyst and bipyridines ligand under the action of the catalytic system, heating the reaction reaches the end point, the separation, purification mono ethyl substituted aromatic compound. Preparation method of this invention adopts the cheap and easy nickel catalyst and bipyridines ligand is a catalytic system, the realization of the mono ethyl to the orientation of the aromatic group introduced, thus high-efficient preparation to obtain mono ethyl substituted aromatic compound. The method not only mild reaction conditions, raw material sources are wide, low cost, simple reaction steps, the reaction scale is easy to amplification, product separation is simple, has the advantage of being suitable for industrial production. (by machine translation)
DECARBOXYLATIVE CROSS-COUPLING AND APPLICATIONS THEREOF
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Page/Page column 48; 49, (2015/12/09)
Methods described herein enable the production of numerous molecular species through decarboxylative cross-coupling via use of photoredox and transition metal catalysts. For example, methods described herein enable the production of numerous molecular species through decarboxylative cross-coupling via use of photoredox and transition metal catalysts. A method described herein, in some embodiments, comprises providing a reaction mixture including a photoredox catalyst, a transition metal catalyst, a coupling partner and a substrate having a carboxyl group. The reaction mixture is irradiated with a radiation source resulting in cross-coupling of the substrate and coupling partner via a mechanism including decarboxylation, wherein the coupling partner is selected from the group consisting of a substituted aromatic compound and a substituted aliphatic compound.
Decarboxylative fluorination of aliphatic carboxylic acids via photoredox catalysis
Ventre, Sandrine,Petronijevic, Filip R.,Macmillan, David W. C.
supporting information, p. 5654 - 5657 (2015/05/20)
The direct conversion of aliphatic carboxylic acids to the corresponding alkyl fluorides has been achieved via visible light-promoted photoredox catalysis. This operationally simple, redox-neutral fluorination method is amenable to a wide variety of carboxylic acids. Photon-induced oxidation of carboxylates leads to the formation of carboxyl radicals, which upon rapid CO2-extrusion and F? transfer from a fluorinating reagent yield the desired fluoroalkanes with high efficiency. Experimental evidence indicates that an oxidative quenching pathway is operable in this broadly applicable fluorination protocol.
Cis-specific hydrofluorination of alkenylarenes under palladium catalysis through an ionic pathway
Emer, Enrico,Pfeifer, Lukas,Brown, John M.,Gouverneur, Veronique
supporting information, p. 4181 - 4185 (2014/05/06)
This paper describes the hydrofluorination of alkenes through sequential H- and F+ addition under palladium catalysis. The reaction is cis specific, thus providing access to benzylic fluorides. The mechanism of this reaction involves an ionic pathway and is distinct from known hydrofluorinations involving radical intermediates. The first catalytic enantioselective hydrofluorination is also disclosed. See attached PdF: A series of benzylic fluorides was prepared by hydrofluorination which proceeds through a PdII/IV catalytic manifold. The method is mechanistically distinct from previously reported radical hydrofluorination, and is characterized by its clean regioselectivity and unique cis stereospecificity. The first example of enantioselective net HF addition onto 2-vinylnaphthalene is also disclosed.
