4.5 Article

Regiospecific synthesis of benzo[b]fluorenones via ring contraction by benzil-benzilic acid rearrangement of benz[a]anthracene-5,6-diones

Journal

SYNTHESIS-STUTTGART
Volume -, Issue 15, Pages 2556-2562

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-2006-942468

Keywords

1,4-dipolar synthons; benz[a]anthracene-5,6-diones; benzo[b]fluorenones; benzannulation; benzil-benzilic acid rearrangement

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A regiospecific route to benzo[b]fluorenones is described. The synthesis is based upon a one-pot, regiospecific benzannulation of 1,4-dipolar synthons with naphthoquinone monoketal and ring contraction of the generated benz[a]anthracene-5,6-diones through benzil-benzilic acid rearrangement.

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