350-62-9Relevant articles and documents
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.
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.
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.