Electrochemical Dehydrogenation Synthesis Of Thiosulfonate And Imide Derivatives

Electrochemical synthesis is a burgeoning and green synthetic method in recent years.Due to its characteristics of no need of additional oxidants or reductants,utilization rate of platycoons and mild reaction conditions,electrochemical synthesis got more and more attention from organic chemists.Electrochemical dehydrogenation reaction is favored by organic chemists because of its high atomic efficiency,a large number of related researches have emerged in the field of organic electrochemistry.Electrochemical synthesis provides a new and efficient method for the construction of carbon-carbon bonds,carbon-heteroatom bonds and sulfur-heteroatom bonds.This paper mainly introduces electrochemical synthesis method in various chemical bond construction in recent years.On this thesis,green synthesis of thiosulfonate and imide derivatives was achieved by electrochemical dehydrogenation reaction.The main research contents of this paper include the following two aspects:1.Electrochemical oxidative cross-coupling reaction to access unsymmetrical thiosulfonates and selenosulfonates.We have developed an efficient electrosynthesis of unsymmetrical thiosulfonates and selenosulfonates.The reactions were operationally simple under oxidant-and catalyst-free conditions.Various aryl or heterocyclic thiophenols and aryl sulfinic acids were found to be compatible in this electrochemical oxidative cross-dehydrogenative coupling reaction.Additionally,disulfides and diselenides were also practicable under the similar conditions.The reaction could be enlarged to gram-scale synthesis and maintained good reaction efficiency.2.Electrochemical difunctionalization of alkenes via four-component reactions cascade Mumm rearrangement: rapid access to functionalized imides.An electrochemical four-component reaction cascade Mumm rearrangement was developed for the synthesis of imides from inexpensive,commercially available arylethylenes,aryl or heterocyclic acids,acetonitrile and alcohols..A wide range of aryl acids and alcohols were found to be tolerated and reaction can perform on a gram scale.The products can be easily converted to amide and β-amino alcohol.This organic electrosynthesis enables generation of unstable O-acyl isoamides precursor for Mumm rearrangement from very common substrates,which is difficult for previous methods.The protocol features low cost,oxidant-and catalyst-free conditions,and good scalability.