om049432z_si_003.pdf (132.44 kB)
Palladium(II)-Catalyzed Intramolecular Aminobromination and Aminochlorination of Olefins
journal contribution
posted on 2004-11-08, 00:00 authored by Maria R. Manzoni, Thomas P. Zabawa, Dhanalakshmi Kasi, Sherry R. ChemlerThe first intramolecular aminobromination and aminochlorination of olefins catalyzed by
palladium(II) is reported. These reactions use a stoichiometric amount of copper(II) halide
salt to aid in halogen transfer and catalyst oxidation. The yields are generally high and the
degree of regioselectivity (endo vs exo cyclization) varies with substrate structure. Control
experiments were performed to determine the requirements for a catalytic reaction. Solvent,
temperature, and the nature of the copper halide salt all effect the course of the reaction.