Synthesis Of ?-trifluoroethoxy-substituted Ketones And Terminal Alkynyl Trifluoromethyl Selenides

As is known to all,fluorine atom has very small radius and strong electronegativity,so the fluoride is a nonmetal elements with strong reactivity and keeps ion form normally.The fluorine atom has a special atomic structure,so fluorine atoms or fluoride group also has a very special function.Introducing them in the molecules can effectively change the physical and chemical properties of compounds.With the progress of science and technology,researchers also have found that fluorine atoms or containing fluorine groups was introduced in certain medications and organic molecules,this changing will cause different effect,such as enhancing the pharmacological properties of drugs.So in order to further explore the nature of the fluoride compounds,researchers have began to try all kinds of methods that introducing fluorine atom or containing fluorine groups in organic molecules.In this paper,on the basis of the coupling reaction,by optimizing the various reaction conditions,the fluoride group is introduced in organic molecules,then synthetic the corresponding compounds.The thesis consists of two parts:Part ?:Synthesis and application of a-trifluoroethoxy-substituted ketones.This part described a mild and straight-forward synthesis of a-trifluoroethoxy-substituted ketones from the trifluoroethoxylation of a-bromoketones with trifluoroethanol,under Cs2C03-mediated conditions at room temperature.The reaction had high compatibility of functional groups,such as alkyl,halogen,alkoxy groups.Then we studied the further transformation of product.Under the known reaction condition,we introduced specific groups into the carbonyl of the product to synthesis the corresponding alcohols and pyrazoles product.Part ?:Under room temperature using the copper reagent[(bpy)CuSeCF3]2 has been reported,with the series of terminal alkynes in the presence of KF and Dess-Martin periodinane in DMF,syntheticed corresponding trifluoromethyl selenides products.The reaction has high compatibility of functional groups,such as alkyl,halogen,alkoxy groups,heterocycle.The single reaction product and easy separation and purification were one of the advantages.At the same time the reaction mechanism were also explored,we have also clear known about the reaction process did not involve the free radicals,just experienced a possible intermediate of Cu(n)that has been characterized partly.