An Efficient Approach to 3-Bromo-6-chloro-phenanthrene-9,10-dione

ArticleinOrganic Process Research & Development 12(6) · September 2008with9 Reads
Impact Factor: 2.53 · DOI: 10.1021/op8001678


    A practical and efficient synthesis of 3-bromo-6-chloro-phenanthrene-9,10-dione was developed and demonstrated on a large scale. The synthetic approach involves six chemical steps and two isolations in 73% overall yield. The key transformations feature an anionic cyclization for generation of the phenanthrene ring, followed by sequential tribromination and hydrolysis for the incorporation of the bromo-diketone functionality.