Anodic substitution and addition reactions

Abstract

Two types of anodic substitution reactions, methoxylation and cyanation, are represented. Anodic addition of methoxy groups to olefinic double bonds is also described. The anodic methoxylation occurred preferentially at the α-carbon of a side-chain of the aromatic compounds, while the substitution by a cyano group took place only on the aromatic ring. The anodic cyanation resembles that of the electrophilic aromatic substitutions. The electron-removal from the aromatic compounds at the anode is essential for these reactions. The results are discussed on the basis of organic chemistry.