Mn And BF_3*Et₂O Catalyzed C-H Borylation Of Heteroarenes

As a commonly used synthetic building block,organic boron compounds occupy an important position in organic synthesis,and they are widely used in important fields such as polymer chemistry,material chemistry,pharmaceutical synthetic chemistry and life sciences.Therefore,the synthesis of organoboron compounds is quite important.In recent years,The C-H borylation has become one of the most important methods for the synthesis of organic boron compounds.Among them,the reaction involving noble or base transition metal catalysts has shown higher efficiency.Recently,non-transition metal catalyzed C-H borylation has been reported,but the catalysts were relatively complicated and expensive,so the development of new base transition metal catalysts or simple non-transition metal catalysts catalyzed C-H borylation has broad prospects.In this dissertation,the C-H borylation catalyzed by transition metal and non-transition metal is reviewed.Mn and BF₃?Et₂O catalyzed C-H borylation of heteroarenes were developed.Thesis research mainly obtained the following results:1.We used manganese as catalyst for the C-H borylation,expanding the range of catalyst in base transition metal catalyzed C-H borylation.We used N-Me indole as a substrate to react with bis?pinacolato?diboron to obtain a small amount of borylation product.At present,the reaction yield was low.2.The simple and cheap BF₃·Et₂O catalyzed C2 selective C-H borylation of indoles and other heteroarenes with stable bis?pinacolato?diboron.The mechanism of this novel C-H borylation was briefly investigated and suggests a aromatic electrophilic substitution process.