Copper(II)-Mediated Synthesis of Indolequinones from Bromoquinones and Enamines

European J Org Chem. 2013 Apr;2013(11):2179-2187. doi: 10.1002/ejoc.201201597. Epub 2013 Feb 20.

Abstract

The reaction of enamines and bromoquinones in the presence of copper(II) acetate and potassium carbonate results in a regiospecific synthesis of indolequinones. The reaction is broad in scope and scalable and provides a route to the core structure that is present in several biologically interesting natural and synthetic compounds.

Keywords: Copper; Cycliza­tion; Nitrogen heterocycles; Quinones; Synthetic methods.