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Synthesis 1996; 1996(9): 1090-1092
DOI: 10.1055/s-1996-4337
short paper
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Tandem Acylation-Cycloalkylation: A Novel Synthesis of Phenanthrenes

M. M. V. Ramana* , Prashant V. Potnis
  • *Department of Chemistry, University of Bombay, Vidyanagari, Santacruz (East), Bombay 400 098, India, Fax +91(22)6145722
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Publication Date:
31 December 2000 (online)

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Cyclohexene-1-acetic acid (1) undergoes reactions with various aromatic substrates 2a-k in the presence of polyphosphoric acid (PPA) to give 1,2,3,4,4a,10a-hexahydrophenanthren-9(10H)-ones 3a-k by tandem acylation-cycloalkylation, which on dehydrogenation with Pd-C afforded the corresponding phenanthrenes 4a-k in high yields.

polyphosphoric acid - tandem acylation-cycloalkylation - dehydrogenation - phenanthrenes