Study On Electrochemical Functionalization Of Olefins

With the development of society,organic chemical synthesis has been widely used in many fields.The development of many industries are inseparable from organic chemical synthesis such as agriculture and pharmaceuticals.In traditional organic chemical synthesis,the functionalization of olefins usually uses stoichiometric oxidants or expensive metal catalysts.These methods will produce a large amount of harmful substances and cause greater harm to the environment.Therefore,the sustainable development and environmentally friendly concept of green chemistry came into being.The synthetic methodology of organic chemistry has gradually developed from the previous use of precious metal catalysts to cheaper metals or even metal-free catalysis.In particular,electrochemical synthesis is an attractive method to meet the popular trend in organic synthesis,and has been more and more widely used in the synthesis industry in the past few years,which has caused a wide range attention of chemists.At the appropriate electrode potential,organic compounds can lose or gain electrons on the electrode surface,and it is easy to produce highly active intermediates.The use of electrons as “reaction reagents” can avoid the use of additional oxidants,increase the cost efficiency of chemical processes and reduce the production of by-products.In electrochemical synthesis,the selectivity of the reaction and the formation rate of the reaction intermediates can be controlled by adjusting the current or potential.It provides a green and efficient way for traditional chemical redox,and also provides a new method for the construction of valuable organic molecules.More importantly,chemists have achieved the synthesis of certain drug molecules through electrochemical methods.Electrochemical synthesis has also made major breakthroughs in asymmetric catalysis,and has increasingly become a powerful means of constructing chiral molecules.Nitrogen and sulfur compounds are widely present in synthetic drugs and natural products with biological activity.The formations of carbon-nitrogen and carbon-sulfur bonds are also very important type of reaction in the process of forming organisms.Therefore,the construction of carbon-nitrogen and carbon-sulfur bonds have attracted the interest of many synthetic organic chemists.In recent years,chemists have developed many new methods to complete the synthesis of nitrogen-sulfur compounds.Electrochemical synthesis methods are used in the construction of these bonds because they are more green and environmentally friendly.This paper introduces the advantages of electrochemical synthesis and recent research progress in electrochemical construction of carbon-nitrogen and carbon-sulfur at first,and details the azide,sulfonylation and sulfur arylation reactions of olefins.Finally,the feasibility of electrochemical trifluoromethylation,phosphonation and halogenation of olefin is prospected.Related research results are as follows:1.The alkene azide and sulfonyl reaction of free radical oxidized by biphenyl azide have been realized.A series of phenanthridine ring derivatives were prepared under mild reaction conditions,no external oxidants and catalysts.In addition,using styrene azide as substrate,an electrochemical preparation method of ?-ketosulfone compounds has been developed,which has a good reaction yield.In order to explore its potential application value,a gram-scale experiment was carried out,the target compound could be obtained with an excellent yield.Based on the electrochemical behavior of various materials,the reaction mechanisms of electrochemical azide and sulfonyl formation were proposed.2.Under electrochemical conditions,using styrene azide and arylthiophenol as raw materials,developed an environment-friendly,green and efficient method to synthesis of gembisarylthio enamines.The method has highly efficiency,strong functional group tolerance,wide substrate application range and good yield in gram-scale reaction.Based on the electrochemical behavior of the corresponding organic molecules,the reaction mechanism of electrochemical thioarylation was proposed.