92207-60-8Relevant academic research and scientific papers
2,2-DIFLUORO-3-HYDROXYESTERS BY REFORMATSKII REACTION
Hallinan, E. Ann,Fried, Josef
, p. 2301 - 2302 (1984)
Ethyl bromodifluoroacetate undergoes facile Reformatskii addition to aldehydes and ketones to form 2,2-difluoro-3-hydroxyesters.
Impact of the Difluoromethylene Group in the Organocatalyzed Acylative Kinetic Resolution of α,α-Difluorohydrins
Andrei, Daniela,Bressy, Cyril,Desrues, Titouan,Médebielle, Maurice,Merad, Jérémy,Parrain, Jean-Luc,Pons, Jean-Marc,Quintard, Adrien
supporting information, p. 24924 - 24929 (2021/10/19)
Due to the omnipresence of chiral organofluorine compounds in pharmaceutical, agrochemical, and material chemistry, the development of enantioselective methods for their preparation is highly desirable. In the present study, the enantioselective organocatalyzed acylation of α,α-difluorohydrins using a commercially available chiral isothiourea is reported through a kinetic resolution (KR) process. It reveals that the difluoromethylene moiety (C(sp3)F2) can serve as a directing group through electrostatic fluorine–cation interactions, greatly improving the enantioselectivity of the KR. In this context, a broad range of fluorinated alcohols such as valuable 4,4-difluoro-1,3-diols could be synthesized with exquisite enantiocontrol (typically >99:1 er). Turning to 2,2-difluoro-1,3-diols, we also demonstrated that aromatic and fluorinated groups were mutually compatible to provide the expected enantioenriched adducts with >99:1 er.
Synthesis of Enantioenriched α,α-Difluoro-β-arylbutanoic Esters by Pd-Catalyzed Asymmetric Hydrogenation
Dong, Kaiwu,Feng, Sitian,Shen, Chaoren,Tang, Yitian,Yang, Chenjue
supporting information, p. 7508 - 7512 (2020/10/09)
Synthesis of optically active gem-difluorinated organic molecules attracts a great deal of interest due to their unique properties in pharmaceutical and agrochemical areas. Herein, a series of enantioenriched α,α-difluoro-β-arylbutanoic esters were prepar
A Ball-Milling-Enabled Reformatsky Reaction
Cao, Qun,Stark, Roderick T.,Fallis, Ian A.,Browne, Duncan L.
, p. 2554 - 2557 (2019/06/17)
An operationally simple one-jar one-step mechanochemical Reformatsky reaction using in situ generated organozinc intermediates under neat grinding conditions has been developed. Notable features of this reaction protocol are that it requires no solvent, no inert gases, and no pre-activation of the bulk zinc source. The developed process is demonstrated to have good substrate scope (39–82 % yield) and is effective irrespective of the initial morphology of the zinc source.
Decarboxylative aldol reaction of α,α-difluoro-β-ketocarboxylate salt: A facile method for generation of difluoroenolate
Tarui, Atsushi,Oduti, Mayuna,Shinya, Susumu,Sato, Kazuyuki,Omote, Masaaki
, p. 20568 - 20575 (2018/06/14)
We developed a decarboxylative aldol reaction using α,α-difluoro-β-ketocarboxylate salt, carbonyl compounds, and ZnCl2/N,N,N′,N′-tetramethylethylenediamine. The generation of difluoroenolate proceeded smoothly under mild heating to provide α,α-
NOVEL COMPOUNDS
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Page/Page column 42, (2018/04/12)
The present invention provides compounds of formula (I) and pharmaceutically acceptable salts thereof, wherein n, X1, X2, R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12and R13 are as defined in the specification, processes for their preparation, pharmaceutical compositions containing them and their use in therapy.
N-heterocyclic carbene-catalyzed fluorinated silyl-Reformatsky reaction of aldehydes with difluoro (trimethylsilyl) acetate
Wang, Ying,Xing, Fen,Gu, Cheng-Zhi,Li, Wen-Juan,He, Lin,Dai, Bin,Du, Guang-Fen
, p. 4501 - 4507 (2017/07/03)
N-Heterocyclic carbenes (NHCs) have been employed as highly efficient organocatalysts for fluorinated silyl-Reformatsky reaction of carbonyl compounds. In the presence of 5–10 mol % NHC A, various aldehydes and 2,2,2–trifluoroacetophenone reacted with difluoro (trimethylsilyl) acetate to produce β–hydroxy gem–difluoro esters in 20–96% yields.
Chemically-amplified positive resist composition and resist patterning process using the same
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Page/Page column 30; 31, (2016/12/16)
The present invention provides a chemically-amplified positive resist composition including a sulfonium salt capable of providing a pattern having an extremely high resolution with low line edge roughness, and also provides a resist patterning process usi
Ligand-controlled regiodivergent palladium-catalyzed decarboxylative allylation reaction to access α,α-difluoroketones
Yang, Ming-Hsiu,Orsi, Douglas L.,Altman, Ryan A.
supporting information, p. 2361 - 2365 (2015/03/04)
α,α-Difluoroketones possess unique physicochemical properties that are useful for developing therapeutics and probes for chemical biology. To access the α-allyl-α,α-difluoroketone substructure, complementary palladium-catalyzed decarboxylative allylation reactions were developed to provide linear and branched α-allyl-α,α-difluoroketones. For these orthogonal processes, the fluorination pattern of the substrate enabled the ligands to dictate the regioselectivity of the transformations.
SULFONIUM SALT, CHEMICALLY AMPLIFIED RESIST COMPOSITION, AND PATTERN FORMING PROCESS
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Paragraph 0165, (2015/03/31)
A carboxylic acid sulfonium salt having formula (1) is provided wherein R0 is hydrogen or a monovalent hydrocarbon group, R01 and R02 are hydrogen or a monovalent hydrocarbon group, at least one of R0, R01
