Regiospecific Synthesis of Benzo[b]fluorenones via Ring Contraction by Benzil-Benzilic Acid Rearrangement of Benz[a]anthracene-5,6-diones

Abstract 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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Veröffentlicht in:Synthesis (Stuttgart) 2006-08, Vol.2006 (15), p.2556-2562
Hauptverfasser: Patra, Asit, Ghorai, Sujit K., De, Saroj R., Mal, Dipakranjan
Format: Artikel
Sprache:eng
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Zusammenfassung:Abstract 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.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-2006-942468