Reaction of phenylhydrazines with arenes in the presence of aluminium trichloride

…, S Nara, T Sakamoto, Y Kikugawa

Index: Ohwada; Nara; Sakamoto; Kikugawa Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 22 p. 3064 - 3068

Full Text: HTML

Citation Number: 2

Abstract

Phenylnitrenium ions are generated from phenylhydrazines by treatment with AlCl 3. Reaction of a phenylnitrenium ion with arenes results in both aromatic N-substitution and C- substitution. In contrast, an N-methylphenylnitrenium ion undergoes exclusively aromatic C- substitution. Reaction of a phenylnitrenium ion with arenes present only in slight excess produces anilinated products in moderate to good yields.