Synthesis of 4H-Cyclopentaphenanthrene from Fluorene Skeleton

Article abstract of DOI:10.1246/bcsj.56.2179

4-Fluoreneacetic acid was prepared and its chloride was cyclized with AlCl3 to give 4H-cyclopentaphenanthren-8-ol accompanied by the 8,9-dione.These were both reduced to 4H-cyclopentaphenanthrene: the overall yield was 40-50percent from diphenic acid.The phenol was converted to acetoxy and amino substrates.