1479-22-7Relevant articles and documents
FACILE SYNTHESIS OF α-FLUORO-β-KETOESTERS FROM POLYFLUOROALKENES
Ishikawa, Nobuo,Takaoka, Akio,Iwakiri, Hiroshi,Kubota, Satoshi,Kagaruki, S. R. F.
, p. 1107 - 1110 (1980)
Alkyl 2-chloro-1,2,2-trifluoroethyl ketones and aryl 1,2,2,2-tetrafluoroethyl ketones were respectively prepared by the Friedel-Crafts acylation of trifluoroethene and by the Grignard arylation of N,N-diethyl-1,2,2,2-tetrafluoropropionamide, a hydrolyzed product of hexafluoropropene-diethylamine adduct.These alkyl and aryl polyfluoroalkyl ketones were subjected to base-induced dehydrohalogenation, and resulting trifluorovinyl ketones were hydrolyzed in situ affording α-fluoro-β-ketoesters in good yields.
Synthesis of α-fluoro-α,β-unsaturated esters monitored by 1D and 2D benchtop NMR spectroscopy
Weidener, Dennis,Singh, Kawarpal,Blümich, Bernhard
, p. 852 - 860 (2019)
For optimization and control of pharmaceutically and industrially important reactions, chemical information is required in real time. Instrument size, handling, and operation costs are important criteria to be considered when choosing a suitable analytica
Selective fluorination of β-ketoesters using iodotoluene difluoride and a HF-amine complex
Hara, Shoji,Sekiguchi, Manabu,Ohmori, Akihiro,Fukuhara, Tsuyoshi,Yoneda, Norihiko
, p. 1899 - 1900 (1996)
β-Ketoesters are selectively fluorinated at the α-position by iodotoluene difluoride and a HF-pyridine complex.
One-pot fluorination and Mannich reactions of 1,3-dicarbonyl compounds
Pham, Kenny,Huang, Xin,Zhang, Wei
, p. 1998 - 2000 (2015)
Abstract One-pot fluorination of 1,3-dicarbonyl compounds with Selectfluor followed by the Mannich reaction with anilines and benzaldehydes is developed for the synthesis of α-fluoro and aminomethylated 1,3-dicarbonyl compounds.
PPh3-catalyzed β-selective addition of α-fluoro β-dicarbonyl compounds to allenoates
Liu, Yong-Liang,Wang, Xiao-Ping,Wei, Jie,Li, Ya
supporting information, (2021/12/02)
A highly selective phosphine-catalyzed β-addition of α-fluoro β-dicarbonyl compounds to allenoates has been developed. Both α-fluoro β-diketones and α-fluoro β-keto esters prove to be competent fluorocarbon nucleophiles, giving a series of the β-addition products bearing a fluorinated quaternary carbon center in good to excellent yields and with excellent regioselectivities. A plausible reaction pathway is presented.
A Carbene Strategy for Progressive (Deutero)Hydrodefluorination of Fluoroalkyl Ketones
Bi, Xihe,Sivaguru, Paramasivam,Song, Qingmin,Wang, Zikun,Zanoni, Giuseppe,Zhang, Xiaolong,Zhang, Xinyu
, (2021/12/23)
Hydrodefluorination is one of the most promising chemical strategies to degrade perfluorochemicals into partially fluorinated compounds. However, controlled progressive hydrodefluorination remains a significant challenge, owing to the decrease in the stre
Flow electrochemistry: a safe tool for fluorine chemistry
Rennigholtz, Tim,Winterson, Bethan,Wirth, Thomas
, p. 9053 - 9059 (2021/07/12)
The heightened activity of compounds containing fluorine, especially in the field of pharmaceuticals, provides major impetus for the development of new fluorination procedures. A scalable, versatile, and safe electrochemical fluorination protocol is conferred. The strategy proceeds through a transient (difluoroiodo)arene, generated by anodic oxidation of an iodoarene mediator. Even the isolation of iodine(iii) difluorides was facile since electrolysis was performed in the absence of other reagents. A broad range of hypervalent iodine mediated reactions were achieved in high yields by coupling the electrolysis step with downstream reactions in flow, surpassing limitations of batch chemistry. (Difluoroiodo)arenes are toxic and suffer from chemical instability, so the uninterrupted generation and immediate use in flow is highly advantageous. High flow rates facilitated productivities of up to 834?mg h?1with vastly reduced reaction times. Integration into a fully automated machine and in-line quenching was key in reducing the hazards surrounding the use of hydrofluoric acid.
FLUORINATED ORGANIC COMPOUND PRODUCTION METHOD
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Paragraph 0284; 0286, (2021/04/23)
An object of the present invention is to provide a method for producing a fluorinated organic compound, whereby an iodosylbenzene derivative can be easily separated and recovered. The above object can be achieved by a method for producing a fluorinated or
FLUORINATED ORGANIC COMPOUND PRODUCTION METHOD
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Paragraph 0246-0263, (2021/01/29)
An object of the present invention is to provide a method for producing a fluorinated organic compound, whereby an iodosylbenzene derivative can be easily separated and recovered. The above object can be achieved by a method for producing a fluorinated or
A Pd-Catalyzed [4 + 2] Annulation Approach to Fluorinated N-Heterocycles
García-Vázquez, Víctor,Hoteite, Larry,Lakeland, Christopher P.,Watson, David W.,Harrity, Joseph P. A.
supporting information, p. 2811 - 2815 (2021/05/05)
3-Fluoro- and trifluoromethylthio-piperidines represent important building blocks for discovery chemistry. We report a simple and efficient method to access analogs of these compounds that are armed with rich functionality allowing them to be chemoselectively derivatized with high diastereocontrol.
