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Synthesis 1999; 1999(3): 395-397
DOI: 10.1055/s-1999-3407
short paper
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An Alternative Ring Expansion Mode of Acenaphthenequinone to Hydroxyphenalenone

M. Mizanur Rahman* , Yoshihiro Matano, Hitomi Suzuki
  • *Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto 606-8224, Japan; Fax +81(75)7 53 40 00; E-mail: suzuki@kuchem.kyoto-u.ac.jp
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Publication Date:
31 December 1999 (online)

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Treatment of acenaphthenequinone with triphenylbismuthonium 2-oxoalkylides in THF at low temperature results in the C-insertion between two carbonyl functions, giving the corresponding 2-acyl-3-hydroxyphenalenones in good yield.

phenalenone - bismuthonium ylide - ring expansion - acenaphthenequinone

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