Study On The New Type Reaction Of Alkynes And Phenol-substituted Alkenyl Azides To Construct C_sp3-C_sp3/S Bonds Catalyzed By Bimetals

The C_sp3-C_sp3/S bond is an extremely important part of the chemical bond of organic compounds.It is the most basic carbon skeleton of organic chemistry.The construction of the C_sp3-C_sp3 bond is one of the most basic reactions in organic synthesis.It is an important synthetic intermediate.In the past thirty years,the research of C_sp3-C_sp3/S bond construction reaction has been developed rapidly.At present,the construction of C_sp3-C_sp3 mainly includes:C-H bond activation,C-O bond activation,unsaturated bond addition reaction,decarboxylation coupling,reduction of carbonyl and other methods.The construction of C_sp3-S bond is mainly the coupling reaction of thiol and olefin/carbonyl derivatives catalyzed by metal.However,the current method of constructing C_sp3-C_sp3/S bond has the following problems:the substrate requires multi-step preparation,the efficiency is low,and the operation is complicated.In organic chemistry,alkynes and alkenyl azides are two types of highly reactive substrates.In particular,the click reaction of alkynes and alkenyl azides has been widely used in the synthesis of important organic compounds.In order to better solve the above problems,we imagine that the click reaction is linked to the construction of the C_sp3-C_sp3/S bond.Specifically:（1）Bimetal-catalyzed new multi-component reaction of alkynes and phenol-substituted alkenyl azides:efficient synthesis of C_sp3-C_sp3We have developed a method that uses transition metal Cu and Pd bimetals to activate theβC-O bond in phenol-substituted alkenyl azides under mild conditions,and realizes terminal alkynes,phenol-substituted alkenyl azides and cyanoacetyl groups or 1,3-Multi-component reaction between dicarbonyl compounds,simple and efficient one-pot method to build C_sp3-C_sp3chemical bond,and synthesize a series of new functionalized N-alkenyl-1,2,3-triazole derivatives.In this reaction,the range of acetylenic compounds is wide,such as:electron withdrawing group,aromatics substituted by electron donating group,and aliphatics have good tolerance.This strategy provides a new method and strategy for the construction of C_sp3-C_sp3.（2）Bimetal-catalyzed new multi-component reaction of alkynes and phenol-substituted alkenyl azides:efficient synthesis of C_sp3-SWe have developed a C_sp3-O Ar bond activation using transition metals Cu and Pd catalyzed under mild conditions.By introducing nucleophilic sodium sulfinate,we have achieved one-pot replacement of alkenyl azides with terminal alkynes and phenols.Method to construct a new organic reaction of C_sp3-S,and synthesize a series of new functionalized N-alkenyl-1,2,3-triazole compounds.The range of alkynes and sodium sulfinate substrates in this reaction is wide.This strategy establishes a new simple and efficient method for the construction of C_sp3-S bonds.