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Paper | Regular issue | Vol 34, No. 3, 1992, pp.465-478
Published online, 1st January, 1970
DOI: 10.3987/COM-91-5887
The Synthesis of Oxoaporphines and Phenanthrenediones from 7-Hydroxydehydronoraporphines

Carl Costanza, George R. Lenz,* and Ralph A. Lessor

*The BOC Group Technical Center, Health Care Research and Development, 100 Mountain Avenue, Murray Hill, New Jersey 07974, U.S.A.

Abstract

Oxidation of 7-hydroxydehydronoraporphines with air over platinum or palladium yields oxoaporphines in high yield. When the nitrogen is acylated, oxidation with air in the presence of copper ions causes an oxidative ring fragmentation to form phenanthrenediones, also in high yield.