Study On The Cyclization/functionalization Reaction Of ?, ?-unsaturated Oxime Esters

This paper focus on transition-metal-promoted radical cyclization/functionalization of ?,?-unsaturated oxime esters.Mainly include: 1)copper-promoted imino-sulfonylation of ?,?-unsaturated oxime esters;2)CuCN promoted imino-cyanogenation of ?,?-unsaturated oxime esters;3)CuSCN promoted imino-thiocyanation of ?,?-unsaturated oxime esters.In the second chapter,we demonstrated a copper-promoted imino-sulfonylation of ?,?-unsaturated oxime esters with sodium sulfinates.The reaction displays a broad scope.A variety of sulfonyl? containing pyrrolines were obtained under mild conditions.Moreover,control experiments indicated the likeliness of iminyl and carbon-centered radical intermediates to be involved.In the third chapter,we realized a CuX(X = CN,SCN)promoted imino-cyanogenation and imino-thiocyanation of ?,?-unsaturated oxime esters,respectively.By using this protocol,various of cyano-and thiocyano? containing pyrrolines were synthesized efficiently.The radical cyclization process was involved in these transformations base on mechanism investigations.In addition,to demonstrate the synthetic potential of our prepared functionalized pyrrolines,the various functional groups were exploited in synthetically useful transformations.