- Polycyclic Aromatic Compounds: Part III-Synthesis of 1,3-Diaryl-2,8-dihydro-2,8-dioxocyclopentadienes and Their Conversion into Fluorenone and Fluorene Derivatives
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1,3-Diaryl-2,8-dihydro-2,8-dioxocyclopentadienes (IV) have been prepared from ninhydrin hydrate (I) and 4,4'-disubstituted dibenzyl ketones (II).During the formation of (IV), a side product has also been isolated, and assigned structure (V) based on chemical and spectral evidences.The dienones (IV) readily undergo cycloaddition reaction with ethylenic and acetylenic compounds forming fluorenone derivatives which on subsequent reduction afford fluorenones.
- Bandyopadhyay, T.K.,Bhattacharya, A.J.
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- Polycyclic Aromatic Compounds: Part IV-A New Synthesis of Fluorene Derivatives with Fused Cyclopentane Ring
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1-Chloro-5-hydrindacene-1-ene (VI) has been synthesised and successfully used as a dienophile in the Diels-Alder cycloaddition reaction.It forms directly the highly substituted fluorene derivatives with fused cyclopentane ring when heated with various cyclopentadienones.During the course of reaction, both CO and HCl gas are evolved simultaneously.A few fluorene derivatives have also been prepared during testing the dienophilic character of 3-chloroindene.
- Bandyopadhyay, T.K.,Bhattacharya, A.J.
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