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Study on the conversion reaction of 1,4-diiodooctafluorobutane as a key intermediate in organic fluorine chemistry

2025-05-28

In the field of organic Fluorine chemistry, 1,4-diiodooctafluorobutane has become a key intermediate for the construction of complex fluorine-containing organic compounds due to its unique molecular structure. Its excellent performance in nucleophilic substitution, coupling reaction and other fluoroalkylation reactions provides a wealth of strategies and methods for fluorine-containing organic synthesis. 

In the nucleophilic substitution reaction, the iodine atom of 1,4-diiodooctafluorobutane as a good leaving group can react with a variety of nucleophiles. For example, when reacting with organometallic reagents such as Grignard reagent and organic lithium reagent, the iodine atom is replaced by the alkyl group in the nucleophilic reagent, thereby introducing a fluoroalkyl structure into the molecule. This reaction has good regioselectivity and functional group compatibility, and can be used to synthesize a series of novel fluorinated organic compounds. In the coupling reaction, 1,4-diiodooctafluorobutane can cross couple with aryl halides and alkenyl halides under the action of transition metal catalysts (such as palladium and nickel catalysts). Through such reactions, carbon carbon and carbon heteroatom bonds can be efficiently constructed to realize the synthesis of fluorinated aryl compounds and fluorinated alkenyl compounds, providing important fluorinated intermediates for drug research and development, materials science and other fields. 

In addition, 1,4-diiodooctafluorobutane can also participate in some special fluoroalkylation reactions, such as free radical fluoroalkylation. Under the conditions of initiator or light, 1,4-diiodooctafluorobutane can produce fluoroalkyl radical, and then react with unsaturated bond, which provides a new way for the construction of fluorine-containing molecules. With the continuous development of organic fluorine chemistry, the research on the conversion reaction of 1,4-diiodooctafluorobutane will be more in-depth. Through the development of new reaction systems and catalysts, the application scope of 1,4-diiodooctafluorobutane in fluorine-containing organic synthesis will be expanded, and the efficient preparation of new fluorine-containing functional molecules will be assisted.