Introduction of Acetoxyl Group in Tropone and Azulene Nuclei Using Palladium(II) Acetate: Reactions of 2-Aminotropones and Azulenes with Palladium(II) Acetate.

Abstract

Reactiond of 2-(N, N-dimethylamino)- and 2-(N, N-diethylamino)tropones with palladium (II) acetate in benzene in the presence of sodium acetate afforded the corresponding 7-acetoxylated 2-aminotropones. A similar acetoxylation reaction proceeded with azulene to give 1-acetoxy- and 1, 3-diacetoxyazulenes. On the other hand, phenylation at the 7-position occurred in the reaciton using 2-(N-methyl)anilinotoropone. The acetoxylations are considered to proceed through radical cation complexes formed through oxidation of amino groups by palladium.