350-62-9Relevant academic research and scientific papers
Synthetic method of difluoromethyl compound
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Paragraph 0041; 0042; 0043; 0044, (2017/09/29)
The invention discloses a synthetic method of a difluoromethyl compound. The synthetic method of the difluoromethyl compound comprises the following steps: selecting styrene derivatives as raw materials, selecting dichloromethane as a solvent and triethylamine trihydrofluoride as a fluorinating agent and carrying out sufficient reaction at the temperature of 70 to 90 DEG C in the presence of a hypervalent iodine reagent iodobenzene diacetate; after the reaction is ended, separating and purifying reaction liquid to obtain the difluoromethyl compound. The synthetic method disclosed by the invention has the advantages of reasonable process conditions, simple operation, short reaction time, stable conversion rate and yield and wide substrate range. By adopting the triethylamine trihydrofluoride as the fluorinating agent, convenience in treatment is realized and no metal catalyst is needed, so the synthetic method is a high-efficiency synthetic method for synthesizing the difluoromethyl.
Geminal difluorination of α,α’- disubstituted styrenes using fluoro-benziodoxole reagent. Migration aptitude of the α-substituents
Ilchenko, Nadia O.,Szabó, Kálmán J.
, p. 104 - 109 (2017/09/06)
α,α’-Disubstituted styrenes undergo a difluorination-rearrangement reaction with fluoro-benzoiodoxole reagent 1. The reaction is catalyzed by Pd(MeCN)4(BF4)2 and Cu(MeCN)4PF6. We have studied the rear
Nickel-Catalyzed Difluoroalkylation of (Hetero)Arylborons with Unactivated 1-Bromo-1,1-difluoroalkanes
Xiao, Yu-Lan,Min, Qiao-Qiao,Xu, Chang,Wang, Ruo-Wen,Zhang, Xingang
supporting information, p. 5837 - 5841 (2016/05/09)
A nickel-catalyzed cross-coupling between (hetero)arylborons and unactivated 1-bromo-1,1-difluoroalkanes has been developed. The use of two ligands (a bidentate bipyridine-based ligand, 4,4′-ditBu-bpy, and a monodentate pyridine-based ligand, DMAP) offers a highly efficient nickel-based catalytic system to prepare difluoroalkylated arenes which have important applications in medicinal chemistry. Ligand combo: The title reaction requires the use of a combined (2+1) ligand system, that is, a combination of a bi- and monodentate ligand (4,4′-ditBu-bpy + DMAP). This system allows employment of a wide range of unactivated 1-bromo-1,1-difluoroalkanes as coupling partners, thus providing a highly efficient method for applications in drug discovery and development. bpy=bipyridine, DMAP=4-(N,N-dimethylamino)pyridine.
Difluoroalkyl-substituted aryl or hetetoaryl compounds, and preparation method and application thereof
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Paragraph 0221-0223, (2016/10/10)
The invention discloses difluoroalkyl-substituted aryl or hetetoaryl compounds, and a preparation method and application thereof. The preparation method comprises the following step: in a solvent, carrying out Suzuki coupling reaction disclosed in the spe
Hypervalent Iodine-Mediated Fluorination of Styrene Derivatives: Stoichiometric and Catalytic Transformation to 2,2-Difluoroethylarenes
Kitamura, Tsugio,Muta, Kensuke,Oyamada, Juzo
, p. 10431 - 10436 (2015/11/18)
Fluorination of styrene derivatives with a reagent system composed of μ-oxo-bis[trifluoroacetato(phenyl)iodine] and a pyridine·HF complex gave the corresponding (2,2-difluoroethyl)arenes in good yields. Similarly, the reagent of PhI(OCOCF3)2 and the pyridine·HF complex acted as a fluorinating agent for styrene derivatives. The fluorination of styrene derivatives with the pyridine·HF complex underwent under catalytic conditions using 4-iodotoluene as a catalyst and m-CPBA as a terminal oxidant.
Designer HF-Based fluorination reagent: Highly regioselective synthesis of fluoroalkenes and gem -difluoromethylene compounds from alkynes
Okoromoba, Otome E.,Han, Junbin,Hammond, Gerald B.,Xu, Bo
supporting information, p. 14381 - 14384 (2015/01/09)
Hydrogen fluoride (HF) and selected nonbasic and weakly coordinating (toward cationic metal) hydrogen-bond acceptors (e.g., DMPU) can form stable complexes through hydrogen bonding. The DMPU/HF complex is a new nucleophilic fluorination reagent that has high acidity and is compatible with cationic metal catalysts. The gold-catalyzed mono- and dihydrofluorination of alkynes using the DMPU/HF complex yields synthetically important fluoroalkenes and gem-difluoromethlylene compounds regioselectively.
Straightforward syntheses of hypervalent iodine(III) reagents mediated by selectfluor
Ye, Chengfeng,Twamley, Brendan,Shreeve, Jean'ne M.
, p. 3961 - 3964 (2007/10/03)
(Chemical Equation Presented) Use of Selectfluor allows hypervalent iodine(III) species such as aryl iodine(III) difluoride, diacetate, and di(trifluoroacetate) and Koser's salt to be easily prepared. Aryl iodine(III) difluoride and diacetate can be synthesized from the corresponding arene and elemental iodine in one-pot procedures.
Rearrangement of phenylethenes on reaction with iodine-xenon difluoride
Patrick, Timothy B.,Qian, Suntian
, p. 3359 - 3360 (2007/10/03)
(matrix presented) Phenyl-substituted ethenes react with iodine and xenon difluoride to provide difluorinated products. Iodofluoro intermediates react with xenon difluoride to produce transient iodine difluoride species that lose IF and F- and produce carbocations.
Hexafluoropropene oxide - a fluorinating reagent for the formation of element-fluorine bonds
Lermontov,Rakov,Zefirov,Stang
, p. 103 - 105 (2007/10/03)
Hexafluoropropene oxide (HFPO) is shown to be a good reagent for the nucleophilic formation of the element-fluorine bond in organoelement compounds. Fluorides of Bi, Sb, Se, Te and I were prepared from appropriate oxygen compounds.
gem-Difluorination of 1,3-dithiolanes with the hexafluoropropene-diethylamine reagent and N-iodosuccinimide or 1,3-dibromo-5,5-dimethylhydantoin
Shimizu, Makoto,Maeda, Takashi,Fujisawa, Tamotsu
, p. 9 - 12 (2007/10/02)
gem-Difluoro compounds are readily prepared from 1,3-dithiolanes in good yield on treatment with hexafluoropropene-diethylamine/1,3-dibromo-5,5-dimethylhydantoin or /N-iodosuccinimide/water. - Keywords: gem-Difluorination; 1,3-Dithiolanes; NMR spectroscop
