- Diels-alder reaction of isobenzofurans/cyclopentadienones with tetrathiafulvalene: Preparation of naphthalene, fluoranthene, and fluorenone derivatives
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Diels-Alder reaction of 1,3-diarylbenzo[c]furan/cyclopentadienone with TTF followed by triflic acid mediated cleavage of the resulting adducts led to the formation of the respective 1,4-diaryl substituted naphthalenes, fluoranthenes, and fluorenones. The photophysical properties of representative diaryl-substituted hydrocarbons are also reported.
- Karunakaran, Jayachandran,Mohanakrishnan, Arasambattu K.
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supporting information
p. 966 - 970
(2018/02/23)
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- 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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