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

Organic Process Research & Development (Impact Factor: 2.55). 09/2008; 12(6). DOI: 10.1021/op8001678

ABSTRACT 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.

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