Study On The Additive Reaction Of Alkyl Halides And Olefins Promoted By CuI Under Electrochemical Conditions

Following with the rapid progress of science and the raising awareness of environmental protection,green and sustainable development has become the theme of the present era.In comparison with traditional synthesis methods,electrochemical organic synthesis does not require precious metal catalysts and extra redox agents,and the reactions could be handled under mild conditions,producing the desired compounds in a selective fashion without safety concerns.Consequently,electrochemical organic synthesis was considered as a promising green organic synthetic process that obtained significant attentions in recent research.Besides,the fine chemicals from addition reactions between alkyl reagents and alkenes have been widely applied in fields of medicine,biology and materials.We have studied the addition reactions between alkyl reagents and alkenes in merge with the advantages of electrochemical organic synthetic process.We complete the addition reaction of alkyl reagents to alkenes by electrochemical method under the common inorganic copper salts,and obtain a wide range of hydroalkylation products with high selectivity and high yield.This thesis mainly studied the hydroalkylation reaction between alkyl halides and aromatic olefins in the mixed solvent of ethylenediamine and trifluoroethanol with a pair of graphite electrodes under constant voltage.The solvent,electrolyte,voltage,Cu catalyst,electrode and other conditions for this reaction were optimized using bromocyclohexane and 1,1-diphenylethylene as the standard substrates,and the optimal reaction conditions were finally determined.Under the optimal reaction conditions,the basic target products with conversion of 94% and selectivity of 100%were obtained,and then the substrate scope and preliminary reaction mechanism were studied.Under this condition,the electrochemical reaction showed excellent chemical selectivity and reactivity.This work provides valuable experience to explore the reactivity of highly reactive alkyl radicals under electrochemical conditions,and also brings a new idea for the synthesis of small molecules and intermediates of alkylating drugs.