Transition Metal Catalyzed Insertion Reaction Of Isocyanide With Alkyne And Bifunctionalization Reaction Of Alkynamide(Ester)

In recent years,isocyanide as an important source of C1 has been vigorously developed in the transition metal-catalyzed insertion reaction to construct a variety of nitrogen-containing compounds,and it aroused wide attention of chemists.On the other hand,the unsaturated carbon-carbon bond is a very common functional group,because of its various forms and multiple conversion possibilities.Alkynes can be used as reaction intermediates to construct target products in a simpler and faster way,which has high atomic economy and step economy.In this paper,transition metal catalysis is used to realize the insertion reaction of isonitrile to alkyne,and the resultant alkyne compound is functionalized.This thesis focus on the following three research contents.In the second chapter,we studied Co-Ag co-catalyzed three-component reaction of alkyne,isocyanide and water.In this reaction,a C=O bond and a C-C bond are constructed in one-step,which has a high step economy.In this reaction,C(sp)-H functionalization of alkyne is realized by using inexpensive and easily available alkyne raw materials.A series of alkynamide compounds are successfully prepared,which provides a brand-new method for the preparation of alkynamide compounds.In the third chapter,on the basis of the above work,we applied Pd Catalyst instead of Co-Ag Catalyst.Two molecules of isocyanides were inserted and the bifunctionalization of alkyne was established in one step,and a series of alkenylamide compounds were prepared sucessfully.Moreover,it provides alkenylamide compounds with a single configuration with excellent stereoselectivity.In the fourth chapter,we subject a series of alkynamide(ester)compounds to react with selenosulfonate under the light-induced conditions using inexpensive Co/Cu as a Catalyst to successfully achieve the bifunctionalization of alkyne.The C-S bond and C-Se bond were constructed in one step,and ?-(selenium)vinyl sulfone compounds were synthesized.This method provides a feasible way for the bifunctionalization of alkynes with electron-withdrawing groups.