Synthesis Of Amides And Sulfones Compounds Via Electrochemical Method

Amides and sulfones are ubiquitous in biologically active molecules and have also beenused as building blocks for both medicinal and polymers compounds. Consequently, thesynthesis of these compounds has attracted extensive interest.Due to its potential application in organic synthesis, selective activation of C-C bond hasrecently attracted increasing attention in organic chemistry. In spite of the inertness of C-Cbonds, some process has been achieved.Our objectives are to develop new catalytic system to selectively synthesize amides andsulfones compounds through electrochemical route and C-C bond activation. Our research onelectrochemical organic synthesis has led to a series of new results which will be presented inthe following three chapters.In Chapter1, we have introduced the reaction features of amides and sulfones synthesisand application, different reactions of transition-metal catalysis C-C activation, and thesignificance of this research subject.In Chapter2, we have developed a novel electrochemical synthesis of secondary andtertiary amides from ketones and formamides. The substrate scope of this reaciton wasinvestigated.23different amides were obtained. The product is monitored by GC-MS,1HNMR,13C NMR. I2reacts with acetophenone to form α,α,α-triiodomethyl ketone, which iscalled the iodoform reaction. Meanwhile, the electro-reduction of amide at the cathodegenerates amine. Sequentially, α,α,α-triiodomethyl ketone is attacked by the amine to form thedesired product.In Chapter3, a regioselective synthesis of β-Keto sulfones using electrochemical catalystfrom1,3-dicarbonyl compounds in a one-pot procedure has been introduced. The substratescope of this reaciton was investigated.22different β-Keto sulfones were obtained. Theproduct is monitored by GC-MS,1H NMR,13C NMR or HRMS analysis. The transformationmay undergo sequential electrochemical oxidation of sulphinate and C-C cleavage.