Study On The Selective Thiocyanation And Alkenylation Of Internal Alkenes Controlled By Electrocatalytic Water

Thiocyanate,as a synthesizer with a wide range of uses,has important application value in many fields such as medicine,pesticides and materials.The electrocatalyzed thiocyanation reaction has the advantages of green,high efficiency and safety,and has been widely concerned in organic chemistry.The development of green,efficient and highly atomic economic C-S bond construction strategies is one of the important research contents in the field of organic synthetic chemistry.Electrocatalytic organic synthesis uses electrical energy（electron transfer）as an energy source and meets the requirements of green chemistry.In recent years,the use of novel,green and environmentally friendly electrocatalytic organic synthesis strategies has attracted the attention of the majority of organic synthesis workers,and has successfully achieved a series of thiocyanation reactions of aryl compounds.It has laid a research foundation for the development of more methods and novel thiocyanation strategies.However,the research on selective thiocyanation and alkenylation of internal enes and complex molecules with large steric hindrance is still in the preliminary stage of research.Therefore,on this basis,this paper hopes to develop a simple,efficient,metal-free and chemical-free method for the construction of multi-substituted olefins through electrocatalytic mediated,water-controlled internal ene selective thiocyanation and alkenylation strategies.This thesis is based on the cheap and easily available dithioacetal as the starting material,with Pt as the anode,carbon rod as the cathode,LiClO₄ as the electrolyte,and acetonitrile as the solvent under the constant current conditions,the selective thiocyanation and alkenylation of internal alkenes is controlled by water.This paper develops a metal-free,oxidant-free electrocatalytic method for constructing multi-substituted thiocyanated olefins,which has the advantages of simple,efficient,selectively controllable,and excellent substrate functional group tolerance.Moreover,the experimental results show that the presence of water in the electrolysis environment contributes to the formation of（SCN）₂,and the mechanism of the thiocyanation process may be a free radical process.In the absence of water,the thiocyanation product may be an intermediate in the alkenylation of alkenes.In addition,this electrochemical synthesis strategy also has good yields for gram scale experiments.