Copper-Mediated One-Pot Michael Addition/Arylation Reaction

Michael addition,one of the most useful and powerful tools for the formation of carbon-carbon bonds and carbon-heteroatom bonds,has attracted increasing interest in organic chemistry,hence it has been widely studied over the past few decades.On the other hand,many advantages of one-pot reaction superior to other methods are that it can increase molecular complexity in one senquence without isolation of intermediates,and it can also simplify the operation steps,and decrease the amount of solvents,reagents and energy.We have presented a new efficient and stereoselective,copper-mediated protocol to synthesize ?,?-disubstituded carbonyl compounds,a useful organic motif and feature in numerous natural products as well as medicinally relevant compounds,using ?,?-unsaturated carbonyl compounds and diaryliodonium salts in a "one-pot" process.Meanwhile,we also preliminaryly investigated the application of this new strategy in total synthesis.This dissertation was mainly divided into three parts:Part ?:Structure,reactivity,and synthetic strategies of diaryliodonium salts were introduced,and applications of diaryliodonium salts in organic synthesis and other aspects since 2013 were also reviewed.Part 2:The a,p-disubstituded carbonyl compounds were obtained via Michael addition/Arylation reaction in one pot.Additionally,the scope and limitations of this transformation were studied.Part 3:Total synthesis of a natural product was also studied using the methodolgy we developed.