Method for synthesizing 2-bromo-1,1,2,2-tetrafluoroethyl substituted aryl building block

Abstract

The invention discloses a method for synthesizing a 2-bromo-1,1,2,2-tetrafluoroethyl substituted aryl building block under simple conditions. The method comprises the following steps: based on aniline and 1,2-dibromotetrafluoroethane compounds, by taking a complex taking iridium, ruthenium and other transition metals as a core as a catalyst, preparing various aniline structures substituted by bromotetrafluoroethane at high efficiency, and further performing derivatization on amino, thereby obtaining multiple 2-bromo-1,1,2,2-tetrafluoroethyl aromatic hydrocarbon compounds. The method takes cheap and readily available aniline and derivatives thereof and the dibromotetrafluoroethane as raw materials, and has the advantages of being small in catalyst amount, wide in substrate application range, easy and convenient to operate, high in reaction efficiency and the like, and after the reaction is ended, another bromine atom is well remained. Meanwhile, the products can be easily converted into 1,1,2,2-tetrafluoroethyl bridged compounds, and have very wide and important purposes in the fields of pesticides, liquid crystal materials, molecular imaging and the like.

Description

technical field

[0001] The invention relates to the technical field of chemical synthesis, in particular to a method for synthesizing 2-bromo-1,1,2,2-tetrafluoroethyl-substituted aryl building blocks. Background technique

[0002] The development of fluoroalkylation reactions has attracted extensive attention due to the ability of the introduced fluoroalkyl group to modify the chemical, physical, and biological activities of organic compounds. Tetrafluoroethyl is an important class of fluoroalkyl groups, and the tetrafluoroethylene bridge (-CF2CF2-) has many applications in materials and agrochemical research. Typically, the ArCF2CF2Ar structure is prepared by fluorination methods, such as fluorine addition to arylacetylenes or deoxyfluorination of 1,2-dicarbonyl compounds. More recently, Gouverneur, Togni, Beier and Hu used the fluoroalkylation method. In these reactions, aryl CF2CF2Br, aryl CF2CF2SiMe3 and hypervalent iodine reagents were used as fluoroalkylating reagent...

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