文摘
A new method for the directed meta acylation of aromatic compounds is described. This methodinvolves an ortho lithiation procedure combined with zirconocene-benzyne chemistry. 3-Acyl-1-substitutedbenzene derivatives were obtained by acidic hydrolysis of the azazirconacycle intermediate which results fromthe coupling of a nitrile with a zirconocene-benzyne complex. Similarly, 3-acyl-2-iodo-1-substituted benzenederivatives were obtained by the iodination of the same intermediate followed by acidic hydrolysis. Theseprocedures, which utilize simple, readily available starting materials, give good yields of regiochemically pureproducts.