Copper-catalyzed Reactions Of Trifluoromrthyldiazomethane With Carboxylic Acids And Alkyne

Fluorine-containing organic compounds have special physical,chemical and biological characteristics,and are widely used in the fields of pharmaceuticals,materials,petrochemicals and pesticides.Trifluoromethyldiazomethane is a reagent that easily introduces trifluoromethyl structural units into organic molecules,and has been widely used in organic synthesis research in the past decade.The work of this thesis revolves around the reaction of trifluoromethyldiazomethane with carboxylic acid and alkyne,the main content is divided into the following three aspects1.Developed a method to synthesize drug derivatives containing Ntrifluoroethylimide structure.The method uses the drug carboxylic acid and trifluoromethyl diazomethane as starting materials,cuprous iodide as a catalyst,and acetonitrile as a solvent,and the reaction can occur at room temperature.2.We used the pre-prepared trifluoromethyldiazomethane solution as a trifluoroethylation reagent,and under the catalysis of cuprous iodide,using 2-ethynylaniline as a raw material,we developed an efficient synthesis of 2-trifluoroethyl indole compounds,the reaction has good substrate suitability and functional group tolerance.3.Using the same reaction conditions,1,2-disubstituted alkyne reacts with trifluorodiazomethane to obtain cyclopropenated products.The research work carried out in this paper provides important information for understanding the chemical properties of fluoroalkyl diazomethane and the synthesis of some fluorine-containing molecules with potential uses in medicinal chemistry.