Palladium Catalyzed Double Substitution Reactions of Iodophenol and Iodoaniline Derivatives with Homo-conjugated Com- pounds to Form Cyclic Ether and Cyclic Amines through Homo-conjugated Interaction

Abstract

Palladium(II) acetate catalyzed double substitution reaction of a bicyclo[2.2.2]octadiene derivative (1) with σ substituted iodobenzenes afforded six membered cyclic compounds (3b and 3c) via a homo-conjugation type interaction accompanied by a five-membered cyclic compound (4a). On the other hand, a similar type of reaction but using a bicycle[2.2.1]heptadiene derivative (5) formed only the corresponding five-membered cyclic compound (6a).